Chloroacetyl chloride → 3-Chloromethyl-5-bromo-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide

HRID 918186노트

반응식

HRID 918186 반응식
[S:1]([C:5]1[CH:11]=[C:10]([S:12](=[O:15])(=[O:14])[NH2:13])[CH:9]=[C:8]([Br:16])[C:6]=1[NH2:7])(=[O:4])(=[O:3])[NH2:2].[Cl:17][CH2:18][C:19](Cl)=O>O1CCOCC1>[Cl:17][CH2:18][C:19]1[NH:2][S:1](=[O:3])(=[O:4])[C:5]2[CH:11]=[C:10]([S:12](=[O:14])(=[O:15])[NH2:13])[CH:9]=[C:8]([Br:16])[C:6]=2[N:7]=1

참가 물질

4

반응물 2

HCID 6577Chloroacetyl chlorideHCID 22323981HCID 22323981, 화합물

생성물 1

HCID 1785146823-Chloromethyl-5-bromo-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 2,4-disulfamoyl-6-bromoaniline (0.015 mole) and chloroacetyl chloride (0.016 mole) in 50 ml. of dioxane or other inert organic solvent is heated under reflux conditions for about 24 hours and then concentrated to dryness. The residue is dissolved in concentrated sulfuric acid (5 ml. acid/gram), heated in a steam bath at 60°-70° C. for three hours then poured onto ice. The product, 3-chloromethyl-5-bromo-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide, is purified by recrystallization from a mixture of acetone-alcohol-water.

후처리

  1. concentrationconcentrated to dryness
  2. dissolutionThe residue is dissolved in concentrated sulfuric acid (5 ml. acid/gram)
  3. temperatureheated in a steam bath at 60°-70° C. for three hours
  4. additionthen poured onto ice
  5. customThe product, 3-chloromethyl-5-bromo-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide, is purified by recrystallization from a mixture of acetone-alcohol-water

출처 및 근거

ORD 기록
ord-0bb190d64ad84bdc9af6f241939eecf0
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03969518

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