N-Methylacetamide → 1,2-Dimethylbenzimidazole

HRID 1931269

반응식

HRID 1931269 반응식
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[CH3:11][NH:12][C:13](=O)[CH3:14]>>[CH3:11][N:12]1[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N:8]=[C:13]1[CH3:14]

참가 물질

3

반응물 2

HCID 6582N-MethylacetamideHCID 69115o-Iodonitrobenzene

생성물 1

HCID 3126931,2-Dimethylbenzimidazole수율 85%

실험 절차

Method A applied to 1-iodo-2-nitrobenzene (125 mg, 0.5 mmol) and N-methylacetamide (44 mg, 0.6 mmol) yielded the title compound as pale yellow solid (62 mg, 85%). mp 101° C. to 103° C. 1H NMR (DMSO) δ 2.79 (s, 3H), 3.92 (s, 3H), 7.46-7.55 (m, 2H), 7.78 (d, J=7.4Hz, 1H), 7.89 (d, J=7.1Hz, 1H); 13C NMR δ 11.6, 30.8, 112.3, 114.1, 124.9, 125.3, 132.6, 151.9, 158.3. HRMS (FAB): cal. for C9H11N2 [M+H+]: 147.0922; found: 147.0917. Method C afforded 38 mg of the title compound (52% yield).

출처 및 근거

ORD 기록
ord-49e160f6881b4c12a61325d427f48c53
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188282B2

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