Synthesis method of 2-pyridine sulfonyl fluoride

The invention involves oxidizing 2-mercaptopyridine with hydrochloric acid and sodium hypochlorite to generate a sulfonyl chloride intermediate, which is then subjected to a substitution reaction with potassium bifluoride in the presence of a phase transfer catalyst. This solves the problems of low efficiency and high cost in the synthesis of sulfonyl fluoride in the prior art, achieves a high-yield and simplified preparation of 2-pyridinesulfonyl fluoride, and is suitable for industrial production.

CN120698924APending Publication Date: 2025-09-26SUZHOU HANDE CHUANGHONG BIOCHEMICAL TECH CO LTD
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Patent Information

Application Number
CN202510802957.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-06-16
Publication Date
2025-09-26

AI Technical Summary

Technical Problem

Existing methods for synthesizing sulfonyl fluoride are inefficient, require high raw material consumption, have poor process stability, are difficult to industrialize, and lack universality and functional group compatibility for complex drug molecules.

Method used

2-Pyridinesulfonyl fluoride is prepared through a one-pot process by oxidizing 2-mercaptopyridine with hydrochloric acid and sodium hypochlorite to generate a sulfonyl chloride intermediate, which is then subjected to a substitution reaction with potassium bifluoride in the presence of a phase transfer catalyst. The temperature and solvent conditions are controlled to simplify the post-processing process.

Benefits of technology

The method improves the yield of 2-pyridinesulfonyl fluoride, reduces the production cost, simplifies the operation process, is suitable for batch production, and has high efficiency and high yield industrial application potential.

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Abstract

The invention discloses a synthesis method of 2-pyridine sulfonyl fluoride, which comprises the following steps: dissolving 2-mercaptopyridine in a system solution, and carrying out oxidation reaction with hydrochloric acid and sodium hypochlorite to obtain a sulfonyl chloride intermediate state; according to the method, sulfonyl chloride in an intermediate state and a potassium bifluoride aqueous solution are subjected to a substitution reaction under the catalysis of a phase transfer catalyst to obtain 2-pyridine sulfonyl fluoride, so that the synthesis process of 2-pyridine sulfonyl fluoride is effectively simplified, and the yield is improved.
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