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

HRID 918186ノート

反応式

HRID 918186 の反応式
[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

参加物

4

反応物 2

HCID 6577Chloroacetyl chlorideHCID 22323981HCID 22323981、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0bb190d64ad84bdc9af6f241939eecf0
出典データセット
uspto-grants-1976_07
特許番号
US03969518

反応ノート

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