Hydrochloric Acid → N-(phenylsulfonyl)-benzo-1,2,3-thiadiazole-7-carboxylic acid amide

HRID 729000

反応式

HRID 729000 の反応式
[C:1]1([S:7]([NH2:10])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[S:17]1[C:21]2[C:22]([C:26](Cl)=[O:27])=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]=[N:18]1.Cl>C(Cl)Cl>[C:1]1([S:7]([NH:10][C:26]([C:22]2[C:21]3[S:17][N:18]=[N:19][C:20]=3[CH:25]=[CH:24][CH:23]=2)=[O:27])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7370BenzenesulfonamideHCID 183776071,2,3-Benzothiadiazole-7-carbonyl chloride

生成物 1

HCID 54415936N-(phenylsulfonyl)-benzo-1,2,3-thiadiazole-7-carboxylic acid amide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3.2 g of benzenesulfonamide are introduced at from 0°-5° C. into 50 ml of abs. pyridine and, while stirring at that temperature, a solution of 3.9 g of benzo-1,2,3-thiadiazole-7-carboxylic acid chloride in20 ml of methylene chloride is added dropwise. The mixture is stirred overnight and then poured onto ice-water, rendered slightly acidic with hydrochloric acid and extracted with methylene chloride, and the extracts are washed with water, dried and concentrated by evaporation. The residue is dissolved warm in tetrahydrofuran, treated with some silica gel, filtered, concentrated by evaporation and then recrystallised from tetrahydrofuran/hexane. The title compound resulting melts at 231°-233° C.

後処理

  1. additionpoured onto ice-water
  2. extractionextracted with methylene chloride
  3. washthe extracts are washed with water
  4. customdried
  5. concentrationconcentrated by evaporation
  6. dissolutionThe residue is dissolved
  7. temperaturewarm in tetrahydrofuran
  8. additiontreated with some silica gel
  9. filtrationfiltered
  10. concentrationconcentrated by evaporation
  11. customrecrystallised from tetrahydrofuran/hexane

出典と根拠

ORDレコード
ord-4fd4ff4754b84b008f3ee20d61297533
出典データセット
uspto-grants-1991_09
特許番号
US05051436

関連ノート

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