Ethyl Acetate → 2-[5-(3-Methoxy-phenyl)-[1,2,4]oxadiazol-3-ylmethylsulfanyl]-1H-benzoimidazole

HRID 273102ノート

反応式

HRID 273102 の反応式
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[SH:10].Cl[CH2:12][C:13]1[N:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=2)[O:15][N:14]=1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C=O)C.CCCCCC>[CH3:25][O:24][C:20]1[CH:19]=[C:18]([C:16]2[O:15][N:14]=[C:13]([CH2:12][S:10][C:2]3[NH:3][C:4]4[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=4[N:1]=3)[N:17]=2)[CH:23]=[CH:22][CH:21]=1

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 117155623-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazoleHCID 178527775HCID 178527775、化合物

生成物 1

HCID 98408012-[5-(3-Methoxy-phenyl)-[1,2,4]oxadiazol-3-ylmethylsulfanyl]-1H-benzoimidazole

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8058Hexane溶媒

実験手順

1H-Benzoimidazole-2-thiol (150 mg, 1 mmol) was added to a solution of the 3-chloromethyl-5-(3-methoxy-phenyl)-[1,2,4]oxadiazole (30 mg, 0.13 mmol) and potassium carbonate (50 mg, 0.36 mmol) in DMF (2 ml) at room temperature. The solvent was removed in vacuo and the product obtained by flash chromatography using 20-100% ethyl acetate in hexane. 1H NMR (CDCl3), δ (ppm): 7.71 (d, 1H), 7.62 (d, 1H), 7.53 (m, 2H), 7.42 (t, 1H), 7.18 (overlapping, m, 3H), 4.52 (s, 2H), 3.87 (s, 3H).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe product obtained by flash chromatography

出典と根拠

ORDレコード
ord-0cc85e01c713435b8bdb61b1e19ddbb8
出典データセット
uspto-grants-2008_11
特許番号
US07456200B2

反応ノート

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