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

HRID 729000

반응식

HRID 729000 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4fd4ff4754b84b008f3ee20d61297533
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05051436

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