mitoxide 0.1.0

//! Comprehensive integration tests for privilege escalation and PTY operations
//! 
//! These tests verify sudo prompt detection, PTY operations, privilege escalation
//! failure scenarios, and credential handling security.

use super::*;
use anyhow::{Context, Result};
use std::time::Duration;
use tokio::time::timeout;

/// Test privilege escalation and PTY operations
pub struct PtyTests {
    docker_env: DockerTestEnv,
    ssh_helper: SshHelper,
}

impl PtyTests {
    /// Create new PTY test suite
    pub fn new() -> Self {
        Self {
            docker_env: DockerTestEnv::new(),
            ssh_helper: SshHelper::new(),
        }
    }
    
    /// Setup test environment
    pub async fn setup(&self) -> Result<()> {
        EnvUtils::setup_test_environment()?;
        self.docker_env.start().await?;
        Ok(())
    }
    
    /// Cleanup test environment
    pub async fn cleanup(&self) -> Result<()> {
        self.docker_env.stop().await?;
        Ok(())
    }
    
    /// Test sudo prompt detection and handling
    pub async fn test_sudo_prompt_detection(&self) -> Result<()> {
        println!("Testing sudo prompt detection and handling...");
        
        let config = self.ssh_helper.config_for_container("ubuntu_min", 2223);
        
        // Test sudo availability and configuration
        println!("  Testing sudo availability...");
        let sudo_check_cmd = r#"
echo "Checking sudo configuration..."

# Check if sudo is installed
if command -v sudo >/dev/null 2>&1; then
    echo "sudo command available"
else
    echo "sudo command not available"
    exit 1
fi

# Check sudo configuration
sudo -n true 2>/dev/null && echo "Passwordless sudo configured" || echo "Password required for sudo"

# Test sudo version
sudo --version | head -1

# Check sudoers configuration (if readable)
if [ -r /etc/sudoers ]; then
    echo "Sudoers file readable"
    grep -E "^(testuser|%sudo|ALL)" /etc/sudoers 2>/dev/null || echo "No specific user rules found"
else
    echo "Sudoers file not readable (normal)"
fi
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", sudo_check_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Sudo availability check")?;
        TestAssertions::assert_output_contains(&output.stdout, "sudo command available", "Sudo availability")?;
        
        // Test sudo prompt patterns
        println!("  Testing sudo prompt patterns...");
        let prompt_test_cmd = r#"
echo "Testing sudo prompt patterns..."

# Create a script that simulates sudo prompts
cat > /tmp/sudo_prompt_test.sh << 'EOF'
#!/bin/sh
# Simulate different sudo prompt patterns

echo "Testing prompt pattern detection..."

# Standard sudo prompt
echo "[sudo] password for testuser:"

# Alternative prompt formats
echo "Password:"
echo "testuser's password:"
echo "[sudo] password for testuser@hostname:"
echo "Sorry, try again."
echo "[sudo] password for testuser: "

# Non-sudo prompts (should not match)
echo "Enter password:"
echo "Database password:"
echo "SSH password:"

echo "Prompt pattern test completed"
EOF

chmod +x /tmp/sudo_prompt_test.sh
/tmp/sudo_prompt_test.sh

# Test prompt detection logic
cat > /tmp/prompt_detector.sh << 'EOF'
#!/bin/sh
# Mock sudo prompt detector

while IFS= read -r line; do
    case "$line" in
        *"[sudo] password for"*)
            echo "DETECTED: Standard sudo prompt - $line"
            ;;
        *"'s password:"*)
            echo "DETECTED: User password prompt - $line"
            ;;
        "Password:")
            echo "DETECTED: Generic password prompt - $line"
            ;;
        "Sorry, try again.")
            echo "DETECTED: Retry prompt - $line"
            ;;
        *)
            echo "IGNORED: Non-sudo prompt - $line"
            ;;
    esac
done
EOF

chmod +x /tmp/prompt_detector.sh
/tmp/sudo_prompt_test.sh | /tmp/prompt_detector.sh
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", prompt_test_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Prompt pattern test")?;
        TestAssertions::assert_output_contains(&output.stdout, "DETECTED: Standard sudo prompt", "Standard prompt")?;
        TestAssertions::assert_output_contains(&output.stdout, "DETECTED: User password prompt", "User prompt")?;
        TestAssertions::assert_output_contains(&output.stdout, "IGNORED: Non-sudo prompt", "Non-sudo filtering")?;
        
        println!("✅ Sudo prompt detection test passed");
        Ok(())
    }
    
    /// Test PTY operations with interactive commands
    pub async fn test_pty_interactive_operations(&self) -> Result<()> {
        println!("Testing PTY operations with interactive commands...");
        
        let config = self.ssh_helper.config_for_container("ubuntu_min", 2223);
        
        // Test PTY allocation and basic operations
        println!("  Testing PTY allocation...");
        let pty_basic_cmd = r#"
echo "Testing PTY operations..."

# Check if we're in a PTY
if [ -t 0 ] && [ -t 1 ]; then
    echo "Running in PTY mode"
    tty
else
    echo "Not running in PTY mode"
fi

# Test terminal capabilities
echo "Terminal type: ${TERM:-unknown}"
echo "Terminal size: $(stty size 2>/dev/null || echo 'unknown')"

# Test interactive command simulation
cat > /tmp/interactive_test.sh << 'EOF'
#!/bin/sh
# Simulate interactive command

echo "Interactive command started"
echo -n "Enter your name: "
read name
echo "Hello, $name!"

echo -n "Enter a number: "
read number
echo "You entered: $number"

echo "Interactive test completed"
EOF

chmod +x /tmp/interactive_test.sh

# Run interactive test with predefined input
echo -e "TestUser\n42\n" | /tmp/interactive_test.sh
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", pty_basic_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "PTY basic operations")?;
        TestAssertions::assert_output_contains(&output.stdout, "Interactive command started", "Interactive start")?;
        TestAssertions::assert_output_contains(&output.stdout, "Hello, TestUser!", "Interactive input")?;
        
        // Test PTY with sudo simulation
        println!("  Testing PTY with sudo simulation...");
        let pty_sudo_cmd = r#"
echo "Testing PTY with sudo simulation..."

# Create a mock sudo interaction
cat > /tmp/sudo_pty_test.sh << 'EOF'
#!/bin/sh
# Mock sudo PTY interaction

echo "Simulating sudo command execution..."

# Simulate sudo prompt
echo -n "[sudo] password for testuser: "

# Read password (in real scenario, this would be hidden)
read -s password
echo  # New line after password

# Simulate password validation
if [ "$password" = "testpass" ]; then
    echo "Authentication successful"
    echo "Running privileged command..."
    echo "root ALL=(ALL:ALL) ALL" # Simulate privileged output
    echo "Command completed successfully"
else
    echo "Sorry, try again."
    exit 1
fi
EOF

chmod +x /tmp/sudo_pty_test.sh

# Test with correct password
echo "testpass" | /tmp/sudo_pty_test.sh
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", pty_sudo_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "PTY sudo simulation")?;
        TestAssertions::assert_output_contains(&output.stdout, "Authentication successful", "Sudo auth")?;
        TestAssertions::assert_output_contains(&output.stdout, "Command completed successfully", "Sudo completion")?;
        
        // Test PTY signal handling
        println!("  Testing PTY signal handling...");
        let signal_test_cmd = r#"
echo "Testing PTY signal handling..."

# Create a signal-aware script
cat > /tmp/signal_test.sh << 'EOF'
#!/bin/sh
# Signal handling test

cleanup() {
    echo "Received signal, cleaning up..."
    exit 0
}

trap cleanup TERM INT

echo "Signal test started (PID: $$)"
echo "Waiting for signal..."

# Simulate work
for i in $(seq 1 5); do
    echo "Working... $i"
    sleep 1
done

echo "Signal test completed normally"
EOF

chmod +x /tmp/signal_test.sh

# Run in background and send signal
(/tmp/signal_test.sh &
SCRIPT_PID=$!
sleep 2
kill -TERM $SCRIPT_PID 2>/dev/null || true
wait $SCRIPT_PID 2>/dev/null || true
echo "Signal test finished")
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", signal_test_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "PTY signal handling")?;
        TestAssertions::assert_output_contains(&output.stdout, "Signal test started", "Signal test start")?;
        
        println!("✅ PTY interactive operations test passed");
        Ok(())
    }
    
    /// Test privilege escalation failure scenarios
    pub async fn test_privilege_escalation_failures(&self) -> Result<()> {
        println!("Testing privilege escalation failure scenarios...");
        
        let config = self.ssh_helper.config_for_container("ubuntu_min", 2223);
        
        // Test incorrect password handling
        println!("  Testing incorrect password handling...");
        let wrong_password_cmd = r#"
echo "Testing incorrect password handling..."

# Create sudo simulation with wrong password
cat > /tmp/wrong_password_test.sh << 'EOF'
#!/bin/sh
# Test wrong password handling

attempt=1
max_attempts=3

while [ $attempt -le $max_attempts ]; do
    echo -n "[sudo] password for testuser: "
    read -s password
    echo
    
    if [ "$password" = "correctpass" ]; then
        echo "Authentication successful"
        exit 0
    else
        echo "Sorry, try again."
        attempt=$((attempt + 1))
        
        if [ $attempt -gt $max_attempts ]; then
            echo "sudo: $max_attempts incorrect password attempts"
            exit 1
        fi
    fi
done
EOF

chmod +x /tmp/wrong_password_test.sh

# Test with wrong passwords
(echo -e "wrongpass1\nwrongpass2\nwrongpass3\n" | /tmp/wrong_password_test.sh) || echo "Wrong password handling: PASSED"
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", wrong_password_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Wrong password test")?;
        TestAssertions::assert_output_contains(&output.stdout, "Sorry, try again.", "Password retry")?;
        TestAssertions::assert_output_contains(&output.stdout, "Wrong password handling: PASSED", "Failure handling")?;
        
        // Test sudo timeout
        println!("  Testing sudo timeout scenarios...");
        let timeout_test_cmd = r#"
echo "Testing sudo timeout scenarios..."

# Create timeout simulation
cat > /tmp/sudo_timeout_test.sh << 'EOF'
#!/bin/sh
# Simulate sudo timeout

echo -n "[sudo] password for testuser: "

# Simulate user not responding (timeout after 5 seconds)
timeout 5s read -s password || {
    echo
    echo "sudo: timed out reading password"
    exit 1
}

echo
echo "Password received: $password"
EOF

chmod +x /tmp/sudo_timeout_test.sh

# Test timeout (no input provided)
echo "" | timeout 3s /tmp/sudo_timeout_test.sh || echo "Sudo timeout handling: PASSED"
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", timeout_test_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Sudo timeout test")?;
        TestAssertions::assert_output_contains(&output.stdout, "Sudo timeout handling: PASSED", "Timeout handling")?;
        
        // Test permission denied scenarios
        println!("  Testing permission denied scenarios...");
        let permission_test_cmd = r#"
echo "Testing permission denied scenarios..."

# Create permission test
cat > /tmp/permission_test.sh << 'EOF'
#!/bin/sh
# Test permission denied scenarios

user="$1"
command="$2"

echo "Checking permissions for user: $user, command: $command"

# Simulate sudoers check
case "$user" in
    "testuser")
        case "$command" in
            "ls"|"cat"|"echo")
                echo "Permission granted for $command"
                ;;
            "rm"|"chmod"|"chown")
                echo "$user is not in the sudoers file. This incident will be reported."
                exit 1
                ;;
            *)
                echo "Command not allowed: $command"
                exit 1
                ;;
        esac
        ;;
    *)
        echo "User not in sudoers: $user"
        exit 1
        ;;
esac
EOF

chmod +x /tmp/permission_test.sh

# Test allowed command
/tmp/permission_test.sh testuser ls

# Test denied command
/tmp/permission_test.sh testuser rm || echo "Permission denial: PASSED"

# Test unknown user
/tmp/permission_test.sh unknownuser ls || echo "Unknown user denial: PASSED"
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", permission_test_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Permission test")?;
        TestAssertions::assert_output_contains(&output.stdout, "Permission granted", "Allowed command")?;
        TestAssertions::assert_output_contains(&output.stdout, "Permission denial: PASSED", "Denied command")?;
        
        println!("✅ Privilege escalation failure scenarios test passed");
        Ok(())
    }
    
    /// Test credential handling and security
    pub async fn test_credential_handling_security(&self) -> Result<()> {
        println!("Testing credential handling and security...");
        
        let config = self.ssh_helper.config_for_container("ubuntu_min", 2223);
        
        // Test secure password handling
        println!("  Testing secure password handling...");
        let secure_password_cmd = r#"
echo "Testing secure password handling..."

# Create secure password handler
cat > /tmp/secure_password_test.sh << 'EOF'
#!/bin/sh
# Test secure password handling

echo "Secure password handling test"

# Test 1: Password not echoed to terminal
echo -n "Enter password (should not echo): "
stty -echo 2>/dev/null || true
read password
stty echo 2>/dev/null || true
echo

# Test 2: Password not stored in process list
echo "Password length: ${#password}"

# Test 3: Password cleared from memory (simulated)
password="CLEARED"
echo "Password cleared from variable"

# Test 4: No password in command history
history -c 2>/dev/null || true
echo "Command history cleared"

# Test 5: No password in environment
env | grep -i pass || echo "No password in environment"

echo "Secure password handling completed"
EOF

chmod +x /tmp/secure_password_test.sh

# Run with test password
echo "testpassword" | /tmp/secure_password_test.sh
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", secure_password_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Secure password test")?;
        TestAssertions::assert_output_contains(&output.stdout, "Password length: 12", "Password handling")?;
        TestAssertions::assert_output_contains(&output.stdout, "Password cleared", "Password clearing")?;
        TestAssertions::assert_output_contains(&output.stdout, "No password in environment", "Environment security")?;
        
        // Test credential caching security
        println!("  Testing credential caching security...");
        let caching_test_cmd = r#"
echo "Testing credential caching security..."

# Create credential cache test
cat > /tmp/cache_test.sh << 'EOF'
#!/bin/sh
# Test credential caching

echo "Credential caching test"

# Simulate sudo timestamp check
SUDO_TIMESTAMP="/tmp/sudo_timestamp_$$"
CACHE_TIMEOUT=300  # 5 minutes

# Check if cached credentials are valid
if [ -f "$SUDO_TIMESTAMP" ]; then
    timestamp=$(cat "$SUDO_TIMESTAMP")
    current_time=$(date +%s)
    age=$((current_time - timestamp))
    
    if [ $age -lt $CACHE_TIMEOUT ]; then
        echo "Using cached credentials (age: ${age}s)"
        echo "Cached authentication valid"
    else
        echo "Cached credentials expired (age: ${age}s)"
        rm -f "$SUDO_TIMESTAMP"
        echo "Cache cleared due to timeout"
    fi
else
    echo "No cached credentials found"
    echo "New authentication required"
    
    # Simulate successful authentication
    date +%s > "$SUDO_TIMESTAMP"
    echo "Credentials cached"
fi

# Cleanup
rm -f "$SUDO_TIMESTAMP"
echo "Credential cache test completed"
EOF

chmod +x /tmp/cache_test.sh
/tmp/cache_test.sh
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", caching_test_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Credential caching test")?;
        TestAssertions::assert_output_contains(&output.stdout, "Credential caching test", "Cache test start")?;
        TestAssertions::assert_output_contains(&output.stdout, "test completed", "Cache test completion")?;
        
        // Test privilege boundary enforcement
        println!("  Testing privilege boundary enforcement...");
        let boundary_test_cmd = r#"
echo "Testing privilege boundary enforcement..."

# Create privilege boundary test
cat > /tmp/boundary_test.sh << 'EOF'
#!/bin/sh
# Test privilege boundaries

echo "Privilege boundary test"

# Test 1: File access restrictions
echo "Testing file access restrictions..."

# Should fail: accessing sensitive files
if [ -r /etc/shadow ]; then
    echo "ERROR: Can read /etc/shadow without privileges"
    exit 1
else
    echo "PASS: Cannot read /etc/shadow"
fi

# Should fail: writing to system directories
if touch /etc/test_file 2>/dev/null; then
    echo "ERROR: Can write to /etc without privileges"
    rm -f /etc/test_file
    exit 1
else
    echo "PASS: Cannot write to /etc"
fi

# Test 2: Process restrictions
echo "Testing process restrictions..."

# Should fail: changing other user's processes
if kill -0 1 2>/dev/null; then
    echo "PASS: Can signal init process (expected for root or same user)"
else
    echo "PASS: Cannot signal init process"
fi

# Test 3: Network restrictions (if applicable)
echo "Testing network restrictions..."

# Should work: basic network operations
if ping -c 1 127.0.0.1 >/dev/null 2>&1; then
    echo "PASS: Basic network access works"
else
    echo "INFO: Network access restricted"
fi

echo "Privilege boundary test completed"
EOF

chmod +x /tmp/boundary_test.sh
/tmp/boundary_test.sh
        "#;
        
        let output = self.ssh_helper.execute_command(&config, &["sh", "-c", boundary_test_cmd]).await?;
        TestAssertions::assert_ssh_success(&output, "Privilege boundary test")?;
        TestAssertions::assert_output_contains(&output.stdout, "PASS: Cannot read /etc/shadow", "Shadow file protection")?;
        TestAssertions::assert_output_contains(&output.stdout, "PASS: Cannot write to /etc", "System directory protection")?;
        
        // Cleanup
        let cleanup_cmd = "rm -f /tmp/*_test.sh /tmp/sudo_timestamp_*";
        let _ = self.ssh_helper.execute_command(&config, &["sh", "-c", cleanup_cmd]).await;
        
        println!("✅ Credential handling and security test passed");
        Ok(())
    }
    
    /// Test comprehensive PTY and privilege escalation workflow
    pub async fn test_comprehensive_pty_workflow(&self) -> Result<()> {
        println!("Testing comprehensive PTY and privilege escalation workflow...");
        
        let config = self.ssh_helper.config_for_container("ubuntu_min", 2223);
        
        // Complete workflow test
        let workflow_test_cmd = r#"
echo "Testing comprehensive PTY workflow..."

# Create comprehensive workflow test
cat > /tmp/pty_workflow_test.sh << 'EOF'
#!/bin/sh
# Comprehensive PTY and privilege escalation workflow

echo "=== PTY Workflow Test ==="

# Step 1: Initialize PTY environment
echo "Step 1: Initializing PTY environment"
if [ -t 0 ]; then
    echo "PTY detected: $(tty)"
else
    echo "No PTY detected, simulating..."
fi

# Step 2: User authentication simulation
echo "Step 2: User authentication"
echo -n "Username: "
read username
echo -n "Password: "
read -s password
echo

if [ "$username" = "testuser" ] && [ "$password" = "testpass" ]; then
    echo "Authentication successful"
else
    echo "Authentication failed"
    exit 1
fi

# Step 3: Privilege escalation request
echo "Step 3: Privilege escalation"
echo "Requesting elevated privileges..."
echo -n "[sudo] password for $username: "
read -s sudo_password
echo

if [ "$sudo_password" = "testpass" ]; then
    echo "Privilege escalation successful"
    privileged=true
else
    echo "Privilege escalation failed"
    privileged=false
fi

# Step 4: Execute privileged operations
echo "Step 4: Executing operations"
if [ "$privileged" = "true" ]; then
    echo "Running privileged command: id"
    echo "uid=0(root) gid=0(root) groups=0(root)"  # Simulated root output
    
    echo "Running privileged command: whoami"
    echo "root"  # Simulated root output
    
    echo "Privileged operations completed"
else
    echo "Running unprivileged command: id"
    echo "uid=1000(testuser) gid=1000(testuser) groups=1000(testuser)"
    
    echo "Unprivileged operations completed"
fi

# Step 5: Cleanup and logout
echo "Step 5: Cleanup"
echo "Clearing credentials..."
echo "Logging out..."
echo "PTY workflow completed successfully"
EOF

chmod +x /tmp/pty_workflow_test.sh

# Execute workflow with predefined inputs
echo -e "testuser\ntestpass\ntestpass\n" | /tmp/pty_workflow_test.sh
        "#;
        
        let (output, duration) = PerformanceUtils::measure_async(
            self.ssh_helper.execute_command(&config, &["sh", "-c", workflow_test_cmd])
        ).await;
        
        let output = output?;
        TestAssertions::assert_ssh_success(&output, "PTY workflow test")?;
        TestAssertions::assert_output_contains(&output.stdout, "Authentication successful", "User auth")?;
        TestAssertions::assert_output_contains(&output.stdout, "Privilege escalation successful", "Privilege escalation")?;
        TestAssertions::assert_output_contains(&output.stdout, "uid=0(root)", "Root privileges")?;
        TestAssertions::assert_output_contains(&output.stdout, "workflow completed successfully", "Workflow completion")?;
        
        println!("    ✅ PTY workflow completed in {}", 
                PerformanceUtils::format_duration(duration));
        
        println!("✅ Comprehensive PTY workflow test passed");
        Ok(())
    }
}

/// Run all PTY and privilege escalation tests
pub async fn run_pty_tests() -> Result<()> {
    let tests = PtyTests::new();
    
    tests.setup().await?;
    
    let mut results = Vec::new();
    
    // Run all PTY tests
    results.push(("sudo_prompt_detection", tests.test_sudo_prompt_detection().await));
    results.push(("pty_interactive_operations", tests.test_pty_interactive_operations().await));
    results.push(("privilege_escalation_failures", tests.test_privilege_escalation_failures().await));
    results.push(("credential_handling_security", tests.test_credential_handling_security().await));
    results.push(("comprehensive_pty_workflow", tests.test_comprehensive_pty_workflow().await));
    
    tests.cleanup().await?;
    
    // Report results
    let mut failed_tests = Vec::new();
    for (test_name, result) in results {
        match result {
            Ok(()) => println!("✅ {} passed", test_name),
            Err(e) => {
                println!("❌ {} failed: {}", test_name, e);
                failed_tests.push(test_name);
            }
        }
    }
    
    if !failed_tests.is_empty() {
        anyhow::bail!("PTY tests failed: {:?}", failed_tests);
    }
    
    println!("🎉 All PTY and privilege escalation tests passed!");
    Ok(())
}

#[cfg(test)]
mod tests {
    use super::*;
    
    #[tokio::test]
    async fn test_pty_test_creation() {
        let tests = PtyTests::new();
        // Should create without errors
    }
}