Synthesis method of 1-cyano-N-methylmethanesulfonamide

Abstract

The invention relates to a synthetic method of 1-cyano-N-methylmethanesulfonamide. The structural formula of the 1-cyano-N-methylmethanesulfonamide is shown in the specification. The method mainly solves the technical problem that existing methods are expensive in raw materials and difficult to industrialize. The preparation method comprises the following five steps: 1, adding Boc anhydride and 4-N, N-dimethyl pyridine into a dichloromethane solution of methylsulfonyl methylamine, and carrying out reaction and treatment to obtain a compound 2; 2, dropwise adding diisopropylamino lithium at a low temperature, stirring the liquid, dropwise adding a tetrahydrofuran solution of dimethyl carbonate, carrying out a reaction at a low temperature (-65 DEG C to -78 DEG C), and treating the reactionproducts to obtain a compound 3; 3, dissolving the compound 3 in tetrahydrofuran, adding ammonia water, and treating the mixture after the reaction is finished to obtain a compound 4; 4, adding oxalylchloride and a tetrahydrofuran solution of 1-formamide-N-tert-butyloxycarbonyl-methylmethanesulfonamide at a low temperature, and after the reaction is completed, treating the reaction product to obtain a compound 5; and 5, dissolving the compound 5 and potassium hydroxide in a mixed solution of methanol and water, heating and stirring the mixed solution for 12-16 hours, and treating the mixed solution to obtain the target product.

Description

technical field [0001] The invention relates to a practical synthesis method of 1-cyano-N-methylmethanesulfonamide. Background technique [0002] 1-cyano-N-methylmethanesulfonamide, MDL: MFCD16109512, is widely used in medicinal chemistry and organic synthesis. The existing synthesis method is as follows: [0003] [0004] This method raw material 2-(chlorosulfonyl) methyl acetate is expensive, and there is a greater risk in using a large amount of palladium hydroxide in the route, which is not conducive to industrial scale-up, so the development of a raw material is easy to get, easy to operate, and the reaction is easy to control. Synthetic methods with suitable yields are of great interest. Contents of the invention [0005] The purpose of the invention is to develop a simple and general 1-cyano-N-methyl methanesulfonamide synthetic method, which mainly solves the problem that the document method raw material 2-(chlorosulfonyl) methyl acetate is expensive and uses a...

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Problems solved by technology

[0005] The purpose of the invention is to develop a simple and general 1-cyano-N-methyl methanesulfonamide synthetic method, which mainly solves the problem that the document method raw material 2-(chlorosulfonyl) methyl acetate is expensive and uses a large amount of The palladium hydroxide has a relatively large risk and cannot realize the technical problems of industrialization

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