Acetanilide → 5-Methoxy-2-methyl-1-phenyl-1H-benzimidazole

HRID 1028369

反応式

HRID 1028369 の反応式
I[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[N+:10]([O-])=O.[C:13]1([NH:19][C:20](=O)[CH3:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]2[N:19]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:20]([CH3:21])=[N:10][C:3]=2[CH:4]=1

参加物

3

反応物 2

HCID 904AcetanilideHCID 2926594-Iodo-3-nitroanisole

生成物 1

HCID 110537065-Methoxy-2-methyl-1-phenyl-1H-benzimidazole収率 67.1%

実験手順

The title compound was prepared with the analogous procedure described in example 1 using 4-Iodo-3-nitroanisole (140 mg, 0.5 mmol) and N-phenylacetamide (81 mg, 0.6 mmol) as starting materials to yield the title compound as a pale yellow solid (80 mg, 67%). mp 88-90° C. 1H NMR (DMSO) δ 2.61 (s, 3 H), 3.88 (s, 3 H), 7.07 (d, J=8.9 Hz, 1 H), 7.25 (d, J=8.9 Hz, 1 H), 7.38 (br s, 1 H), 7.65-7.73 (m, 5 H); 13C NMR δ 12.5, 55.9, 97.7, 112.6, 114.7, 126.9, 127.8, 130.2, 130.3, 132.8, 133.1, 151.2, 157.6, 157.8. HRMS (FAB): cal. for C15H15N2O [M+H]+: 239.1184; found: 239.1180.

後処理

  1. customThe title compound was prepared with the analogous procedure

出典と根拠

ORDレコード
ord-e43fb17125434b7ab65a1fefef12901f
出典データセット
uspto-grants-2014_05
特許番号
US08735586B2

関連ノート

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