How ChatGPT Refactors Legacy Code into Modern Python
- Graziano Stefanelli
- 4 hours ago
- 3 min read

1 Key Points
ChatGPT assists developers in converting legacy Python code into clean, efficient, and modern Pythonic code using updated syntax, libraries, and best practices.
The model identifies outdated constructs, replaces deprecated modules, and applies modern features such as f-strings, list comprehensions, type hinting, and context managers.
This capability improves code readability, ensures compatibility with the latest Python versions, and reduces technical debt.
2 Why Refactoring Legacy Code Is Important
✦ Maintainability: Cleaner, modern code is easier for teams to understand and extend.
✦ Performance: Updated code often runs faster and uses system resources more efficiently.
✦ Security: Replaces outdated or vulnerable libraries and deprecated functions.
✦ Compliance: Aligns with current coding standards and PEP8 guidelines.
3 High-Level Refactoring Pipeline
✦ Input collection (legacy code snippets or entire modules).
✦ Code analysis (identify outdated syntax, libraries, and inefficient patterns).
✦ Prompt construction specifying modernization goals and target Python version.
✦ Model inference to generate refactored code.
✦ Post-processing & QA (static code analysis, linting, and testing).
✦ Output delivery (updated code files, diff reports, or inline comments).
4 Pre-Processing: Analyzing Legacy Code
Detect and flag outdated patterns such as:
✦ Old-style string formatting using %.
✦ Manual file handling without context managers.
✦ Inefficient loops that can be replaced with list comprehensions.
✦ Use of deprecated modules like urllib2 instead of requests.
5 Prompt Engineering for Clean Code Output
A plain-text prompt should include:
Role: “You are a senior Python developer.”
Goal: “Refactor the following legacy code to be compatible with Python [version], applying modern syntax and best practices.”
Constraints:
✦ Apply PEP8 formatting.
✦ Use type hints where applicable.
✦ Replace deprecated functions and libraries.
Output format: Provide only the refactored code with inline comments explaining key changes.
6 Applying Modern Python Features
✦ Replace old string formatting (%) with f-strings for better readability.
✦ Use list comprehensions and generator expressions instead of manual loops for collections.
✦ Add type hinting to function definitions to improve code clarity and enable better static analysis.
✦ Implement context managers using with statements for file and resource management.
7 Managing Library Updates and API Changes
✦ Update third-party libraries to their modern equivalents (e.g., requests instead of urllib, pathlib instead of os.path).
✦ Adjust function calls to match updated library APIs and argument structures.
✦ Ensure that replaced libraries maintain the same functionality to prevent regressions.
8 Ensuring Code Quality and Compatibility
✦ Run static analysis tools like flake8 and pylint on refactored code.
✦ Add or update unit tests to confirm that refactored code behaves identically to the legacy version.
✦ Validate compatibility with the target Python version using tox or similar tools.
9 Domain-Specific Considerations
✦ Data science scripts: Replace manual calculations with optimized NumPy or Pandas operations.
✦ Web applications: Update frameworks (e.g., from Flask 1.x to Flask 2.x) and apply new API changes.
✦ Automation scripts: Use modern libraries like pathlib for file handling and subprocess.run() instead of older os.system() calls.
✦ Security-sensitive code: Remove hardcoded credentials and apply modern cryptography libraries.
10 Post-Processing & Quality Assurance
Apply black or autopep8 to format code according to PEP8 guidelines.
Generate diff reports to highlight changes between legacy and refactored code.
Run integration tests to verify that the application behaves correctly after the refactoring.
11 Performance & Cost Optimization
Batch multiple scripts for bulk refactoring in a single session.
Use GPT-3.5 for simple syntax updates and escalate to GPT-4 for complex refactoring requiring architectural adjustments.
Store refactoring patterns for frequently encountered legacy code constructs.
12 Limitations & Mitigation
Limitation | Impact | Mitigation |
Missed edge cases | Potential functionality issues | Add comprehensive unit tests |
Over-refactoring | Introduces unnecessary complexity | Specify minimal change prompts |
Deprecated library handling | Incorrect replacements | Provide explicit library update instructions |
Inconsistent style | Uneven code readability | Enforce formatting tools like black |
13 Future Directions
✦ Automated large-scale refactoring tools integrated with Git for seamless pull requests.
✦ Interactive code review suggestions highlighting outdated patterns during development.
✦ AI-driven migration assistants for full application upgrades to modern frameworks.
✦ Explainability mode that details why each code change was made to help train junior developers.