Bromine → 4-[4-Methyl-2-(pyrazin-2-ylamino)-thiazol-5-yl]-benzenesulfonamide

HRID 908143노트

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HRID 908143 반응식
BrBr.O=[C:4]([CH3:16])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1.[N:17]1[CH:22]=[CH:21][N:20]=[CH:19][C:18]=1[NH:23][C:24]([NH2:26])=[S:25]>O1CCOCC1>[CH3:16][C:4]1[N:26]=[C:24]([NH:23][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][N:17]=2)[S:25][C:5]=1[C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 2771013N-PyrazinylthioureaHCID 215301384-(2-Oxopropyl)benzene-1-sulfonamide

생성물 1

HCID 99282444-[4-Methyl-2-(pyrazin-2-ylamino)-thiazol-5-yl]-benzenesulfonamide수율 28.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
60 °C

실험 절차

Bromine (0.017 ml, 0.33 mmol) is added dropwise to a stirred solution of 4-(2-oxo-propyl)-benzenesulfonamide (prepared as described in European patent specification EP 91749 A2) (0.087 g, 4.1 mmol) in dioxan (10 ml) at 0° C. After 30 minutes the solvent is removed and the crude product is dissolved in ethanol (4.0 ml). Pyrazin-2-yl-thiourea (0.063 g, 0.41 mmol) is added and the stirred reaction mixture is heated at 60° C. for 3 hours. The solvent is removed and the residue is triturated with ethyl acetate to give the title compound as a pale orange solid (0.040 g). MH+ (AP+):

후처리

  1. customAfter 30 minutes the solvent is removed
  2. dissolutionthe crude product is dissolved in ethanol (4.0 ml)
  3. customthe stirred reaction mixture
  4. customThe solvent is removed
  5. customthe residue is triturated with ethyl acetate

출처 및 근거

ORD 기록
ord-25a701e0e72747c6bfc6b2da52dd6b31
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017608B2

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