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

HRID 908143ノート

反応式

HRID 908143 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

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+):

後処理

  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

出典と根拠

ORDレコード
ord-25a701e0e72747c6bfc6b2da52dd6b31
出典データセット
uspto-grants-2011_09
特許番号
US08017608B2

反応ノート

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