Chlorodiphenylmethane → 1-Benzhydryl-4,5-dimethoxycarbonyl-imidazole

HRID 2051712Notes

Reaction equation

[CH:1](Cl)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][O:16][C:17]([C:19]1[N:20]=[CH:21][NH:22][C:23]=1[C:24]([O:26][CH3:27])=[O:25])=[O:18]>C(#N)C.C(N(CC)CC)C>[CH:1]([N:20]1[C:19]([C:17]([O:16][CH3:15])=[O:18])=[C:23]([C:24]([O:26][CH3:27])=[O:25])[N:22]=[CH:21]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

20.3 g of benzhydryl chloride were added dropwise to a suspension of 18.4 g (0.1 mol) of 4,5-dimethoxycarbonyl-imidazole in 60 cc of acetonitrile and 14 cc of triethylamine and the reaction mixture was heated for 8 hours at 80° C. The solvent was then removed under reduced pressure and triethylammonium chloride was separated by washing with water. 30 g (85% of the theory) of 1-benzhydryl-4,5-dimethoxycarbonyl-imidazole, m.p. 93° C., were obtained.

Workup

customThe solvent was then removed under reduced pressure and triethylammonium chloride
customwas separated
washby washing with water

Sources & evidence

ORD record: ord-ee7378ef8c724d6192d411b80f2b41cf
Source dataset: uspto-grants-1980_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04182624

Reaction notes

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