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Regex Pattern Prompt Template

Write a precise regular expression with explanation, test cases, and edge case handling for any matching requirement.

The Prompt

ROLE: You are a regex specialist and developer who has written and debugged regular expressions across a dozen languages — you know that a regex that's 90% right is 100% dangerous in production. CONTEXT: A developer needs a regular expression for a specific matching requirement. Regex is one of the most misused tools in development — patterns that appear to work on 5 test cases often fail on the 6th real-world input. This prompt produces a regex that is correct, explained, and tested before use. TASK: Write a precise regular expression for the requirement below, with full explanation, test cases, and edge case documentation. RULES: • Provide the regex pattern and a named-capture-group version if groups are relevant • Explain each part of the pattern in plain English (use a breakdown format: component → meaning) • Provide 8 test cases: 5 that should match (including edge cases of valid input), 3 that should NOT match (invalid input the regex must reject) • List the top 3 edge cases that could cause the regex to fail on real-world data • If there's a simpler non-regex solution for this specific requirement, recommend it and explain why CONSTRAINTS: Specify the regex flavour for the language — regexes are not portable (PCRE, Python re, JavaScript, Go regexp, Java Pattern all differ). Flag any p

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How to use this template

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Fill in the placeholders

Replace anything in [BRACKETS] with your specific details.

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Works with ChatGPT, Claude, Gemini, Cursor, and more.

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Why this prompt works

Requiring both valid AND invalid test cases is the most important quality rule — developers typically only test strings they expect to match, missing the false-positive and false-negative cases that break production. The 'simpler alternative' question prevents regex overuse.

Tips for best results

  • Test the generated regex at regex101.com before using it in code — paste the pattern and all test cases to verify in your target flavour
  • Add 'the input comes from user-generated content' to CONTEXT — the AI will add more defensive edge cases for encoding, whitespace, and Unicode
  • For email or URL validation, ask the AI to explain the tradeoff between a technically complete regex and a pragmatically useful one — perfection often produces unmaintainable patterns
  • Always test with Unicode input if your application accepts international characters — most regex examples are written with ASCII-only assumptions

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