Ammonium Hydroxide → 1,3-dimethyl-1H-pyrazole-4-sulfonamide

HRID 331054노트

반응식

HRID 331054 반응식
[CH3:1][N:2]1[CH:6]=[C:5]([S:7](Cl)(=[O:9])=[O:8])[C:4]([CH3:11])=[N:3]1.[OH-].[NH4+:13]>C1COCC1>[CH3:1][N:2]1[CH:6]=[C:5]([S:7]([NH2:13])(=[O:9])=[O:8])[C:4]([CH3:11])=[N:3]1

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 46357071,3-dimethyl-1H-pyrazole-4-sulfonyl chloride

생성물 1

HCID 133427831,3-dimethyl-1H-pyrazole-4-sulfonamide수율 111.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1,3-dimethyl-1H-pyrazole-4-sulfonyl chloride (232 mg, 1.192 mmol) in THF (10.0 mL) was cooled to 0° C. and to it was added dropwise ammonium hydroxide (0.650 mL, 16.69 mmol). The reaction mixture was allowed to warm to RT and left to stir over the weekend (ca. 64 hours). The reaction mixture was concentrated in vacuo. The residues were taken up in water, then neutralized with 1M aqueous HCl (dropwise addition) to pH 5-6 and extracted with ethyl acetate (3×50 mL). The combined organics were dried over MgSO4, filtered and evaporated to dryness, producing the title compound (233 mg). LCMS (A): m/z (M+H)+ 176, C5H9N3O2S requires 175 (acidic).

후처리

  1. waitleft
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additiondropwise addition) to pH 5-6
  4. extractionextracted with ethyl acetate (3×50 mL)
  5. dry with materialThe combined organics were dried over MgSO4
  6. filtrationfiltered
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-6d52788399694fb69f0a848ce112f179
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877742B2

반응 노트

불러오는 중…