DICHLOFLUANID synthesis

Yield:1085-98-9 84.2%

Reaction Conditions:

Stage #1:N,N-dimethyl-N'-phenylsulfonamide with sodium hydride in toluene at 0 - 20; for 1 h;
Stage #2:dichlorofluoromethanesulphenyl chloride in toluene at 20;

Steps:

2 Synthesis of N, N-dimethyl-N-phenyl-(N-fluorodichloromethylthio)sulfonamide
A. Add N, N-dimethyl-N'-phenylsulfonamide to toluene, add sodium hydride at 0-5 ° C, And reacted at room temperature for 0.5 to 1 hour; B. Dropping the concentration of 65 ~ 90% A solution of fluorodichloromethylsulfonyl chloride in toluene, And reacting at room temperature for 1 to 2 hours; The molar ratio of N, N-dimethyl-N '-phenylsulfonamide and fluorodichloromethylsulfonyl chloride was 1: 0.8; The molar ratio of N, N - dimethyl - N '- phenylsulfonamide and sodium hydride was 1: 1.0; The mass ratio of N, N - dimethyl - N '- phenylsulfonamide and toluene was 1: 6. C. Adding water to wash the reaction liquid to obtain an organic phase after liquid separation; D. The organic phase is dried and concentrated to obtain the crude product, and then refined to obtain the pure product. The mass ratio of crude N, N-dimethyl-N-phenyl- (N-fluorodichloromethylthio) sulfonamide to short carbon chain alcohols was 1: 2.8 ~ 1: 3.2. Short chain alcohols are methanol, ethanol, propanol, Isopropanol and the like.The synthesis of N, N-dimethyl-N-phenyl- (N-fluorodichloromethylthio) sulfonamide was similar to that of Example 1, Except that the molar ratio of N, N-dimethyl-N '-phenylsulfonamide and fluorodichloromethylsulfonyl chloride was 1: 1.4; N, N-di The molar ratio of methyl - N '- phenylsulfonamide and sodium hydride was 1: 1; the mass ratio of N,N-dimethyl-N'-phenylsulfonamide and toluene was 1: 8. Of the present embodiment The yield of N, N-dimethyl-N-phenyl- (N-fluorodichloromethylthio)-sulfonamide was 84.2%.

References:

AstaTech (Chengdu) Biopharmaceutical Co., Ltd.;Huang, Yongxue;Kang, Xinglong;Wang, Yin;Xie, Guobin;He, Yan;Guo, Peng CN103755600, 2016, B Location in patent:Paragraph 0053-0059; 0061; 0062

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