Methyl 4-(bromomethyl)benzoate → 4-(6-Methoxy-1H-benzoimidazol-2-ylsulfanylmethyl)-benzoic acid methyl ester hydrobromide

HRID 252752ノート

反応式

HRID 252752 の反応式
[Br:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.[CH3:13][O:14][C:15]1[CH:24]=[CH:23][C:18]2[N:19]=[C:20]([SH:22])[NH:21][C:17]=2[CH:16]=1>CN(C=O)C>[BrH:1].[CH3:10][O:9][C:7](=[O:8])[C:6]1[CH:11]=[CH:12][C:3]([CH2:2][S:22][C:20]2[NH:21][C:17]3[CH:16]=[C:15]([O:14][CH3:13])[CH:24]=[CH:23][C:18]=3[N:19]=2)=[CH:4][CH:5]=1

参加物

4

反応物 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 178488032HCID 178488032、化合物

生成物 1

HCID 668939074-(6-Methoxy-1H-benzoimidazol-2-ylsulfanylmethyl)-benzoic acid methyl ester hydrobromide収率 91.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of methyl 4-(bromomethyl)benzoate (2.51 g, 11.0 mmol) in DMF (50 mL) was added 5-methoxy-2-benzimidazolethiol (1.98 g, 11.0 mmol). The mixture was stirred at room temperature for 24 h and the solvent was evaporated in vacuo. The residue was suspended in ethyl acetate and the hydrobromide salt was collected by filtration to afford the title compound 234 (4.10 g, 91% yield) as a colorless solid. 1H NMR (DMSO-d6) δ (ppm): 7.90 (d, J=8.2 Hz, 2H), 7.55 (d, J=8.2 Hz, 2H), 7.45 (d, J=8.2 Hz, 1H), 7.03 (s, 1H), 6.94 (d, J=8.2 Hz, 1H), 4.65 (s, 2H), 3.82 (s, 3H), 3.79 (s, 3H).

後処理

  1. customthe solvent was evaporated in vacuo
  2. filtrationthe hydrobromide salt was collected by filtration

出典と根拠

ORDレコード
ord-59171653810b4dfea2f7a308690709df
出典データセット
uspto-grants-2011_01
特許番号
US07868204B2

反応ノート

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