Chloroacetaldehyde → N-(3-(thiazol-2-ylamino)phenyl)methanesulfonamide

HRID 537879노트

반응식

HRID 537879 반응식
[NH:1]([C:5]1[CH:6]=[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)[C:2]([NH2:4])=[S:3].Cl[CH2:17][CH:18]=O>C(O)C>[S:3]1[CH:18]=[CH:17][N:4]=[C:2]1[NH:1][C:5]1[CH:6]=[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 33ChloroacetaldehydeHCID 86674185N-(3-thioureidophenyl)methanesulfonamide

생성물 1

HCID 86674184N-(3-(thiazol-2-ylamino)phenyl)methanesulfonamide수율 93.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

N-(3-thioureidophenyl)methanesulfonamide 54 (1.14 g, 4.65 mmol) and 50% aq. chloroacetaldehyde solution (3.65 mL, 23.25 mmol) were taken into ethanol and refluxed for 2 hours. Reaction mixture was concentrated and aq. Saturated NaHCO3 was added. Resulting light brown solid was filtered and washed with water, dried under high vacuum to obtain N-(3-(thiazol-2-ylamino)phenyl)methanesulfonamide 55 (1.17 g, 93% yield). Resulting product was further used without further purification. MS (ES) m/z 270 (M+H+).

후처리

  1. temperaturerefluxed for 2 hours
  2. customReaction mixture
  3. concentrationwas concentrated
  4. additionaq. Saturated NaHCO3 was added
  5. customResulting light brown solid
  6. filtrationwas filtered
  7. washwashed with water
  8. customdried under high vacuum

출처 및 근거

ORD 기록
ord-22d29d370b464ea9be57fe2479bb1a6e
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865709B2

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