Bromine → HCID 68285248、化合物

HRID 1053300ノート

反応式

HRID 1053300 の反応式
[Br:1]Br.C([NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:21]([CH3:22])=[CH:20][S:19][C:18]=2[C:23]([O:25][CH3:26])=[O:24])=[CH:13][C:12]=1[CH3:27])(=[O:10])=[O:9])(C)(C)C>C(Cl)Cl>[Br:1][C:20]1[S:19][C:18]([C:23]([O:25][CH3:26])=[O:24])=[C:17]([C:14]2[CH:15]=[CH:16][C:11]([S:8](=[O:10])(=[O:9])[NH2:7])=[C:12]([CH3:27])[CH:13]=2)[C:21]=1[CH3:22]

参加物

4

反応物 2

HCID 24408BromineHCID 68285856HCID 68285856、化合物

生成物 1

HCID 68285248HCID 68285248、化合物収率 85.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

Bromine (0.35 g, 0.11 ml, 2.2 mmol) was added drop wise to a stirred suspension of methyl 3-(4-(N-(tert-butyl)sulfamoyl)-3-methylphenyl)-4-methylthiophene-2-carboxylate (41a, 0.70 g, 1.83 mmol) in DCM (15 ml) at 0° C. The reaction mixture was then stirred at 25° C. for 3 hours. The progress of the reaction was monitored by TLC. The reaction mixture was then concentrated. DCM (50 ml) was added to the residue. The mixture so obtained was washed with water (2×20 ml), brine (lx 20 ml) and dried over sodium sulfate. The dried organic layer was then concentrated under reduced pressure to obtain a crude product as semi-solid (0.7 g), which was then purified by flash column chromatography using 40% ethyl acetate in hexanes as an eluent to obtain the title compound (0.63 g, 85.13%).

後処理

  1. concentrationThe reaction mixture was then concentrated
  2. additionDCM (50 ml) was added to the residue
  3. customThe mixture so obtained
  4. washwas washed with water (2×20 ml), brine (lx 20 ml)
  5. dry with materialdried over sodium sulfate
  6. concentrationThe dried organic layer was then concentrated under reduced pressure
  7. customto obtain a crude product as semi-solid (0.7 g), which
  8. customwas then purified by flash column chromatography

出典と根拠

ORDレコード
ord-769a7dbdcf39467bae504855991aa281
出典データセット
uspto-grants-2016_07
特許番号
US09393247B2

反応ノート

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