Ammonia → 1,3-dimethyl-1H-pyrazole-4-sulfonamide

HRID 1708843노트

반응식

HRID 1708843 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([CH3:7])=[N:3]1.Cl[S:9]([OH:12])(=O)=[O:10].[NH3:13].O>CCOCC>[CH3:1][N:2]1[CH:6]=[C:5]([S:9]([NH2:13])(=[O:12])=[O:10])[C:4]([CH3:7])=[N:3]1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 962WaterHCID 24638Chlorosulfonic acidHCID 790961H-Pyrazole, 1,3-dimethyl-

생성물 1

HCID 133427831,3-dimethyl-1H-pyrazole-4-sulfonamide수율 19,024.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

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온도
90 °C

실험 절차

59 g (0.615 mmol) of 1,3-dimethylpyrazole is added slowly to 300 g (2.5 mmol) of chlorosulfonic acid at 0° C. The reaction is warmed to 90° C. for 3 hours, cooled and poured onto 500 g of ice. The aqueous solution is extracted with 3×100 ml of ether. The organic extract is dried over anhydrous sodium sulfate and filtered. The ether solution is added dropwise to a solution of 55 grams of anhydrous ammonia (2.5 mmol) in 250 ml of ether. After standing overnight, water is added and the layers separated. The aqueous solution is extracted with ethyl acetate, the organic solutions combined and dried over anhydrous sodium sulfate. After removal of the drying agent, the solvent is removed in vacuo giving 20.5 g of product, m.p.=97°-105° C.

후처리

  1. temperaturecooled
  2. extractionThe aqueous solution is extracted with 3×100 ml of ether
  3. extractionThe organic extract
  4. dry with materialis dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customthe layers separated
  7. extractionThe aqueous solution is extracted with ethyl acetate
  8. dry with materialdried over anhydrous sodium sulfate
  9. customAfter removal of the drying agent
  10. customthe solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-49b585fc6dd448d19c4e26a40571761e
출처 데이터셋
uspto-grants-1990_08
특허 번호
US04946496

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