o-Tolyl-acetyl chloride → N-{4-[2-(2-methyl-5-oxo-4,4-diphenyl-4,5-dihydro-imidazol-1-yl)-acetyl]-phenyl}-2-o-tolyl-acetamide

HRID 507414

Reaction equation

HRID 507414 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:29])[CH2:9][N:10]2[C:14](=[O:15])[C:13]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:12]=[C:11]2[CH3:28])=[CH:4][CH:3]=1.[C:30]1([CH3:40])[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[CH2:36][C:37](Cl)=[O:38]>>[CH3:28][C:11]1[N:10]([CH2:9][C:8]([C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:37](=[O:38])[CH2:36][C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=3[CH3:40])=[CH:7][CH:6]=2)=[O:29])[C:14](=[O:15])[C:13]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:12]=1

Participants

3

Reactant 2

HCID 2760632o-Tolyl-acetyl chlorideHCID 684681843-[2-(4-Amino-phenyl)-2-oxo-ethyl]-2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one

Product 1

HCID 68464130N-{4-[2-(2-methyl-5-oxo-4,4-diphenyl-4,5-dihydro-imidazol-1-yl)-acetyl]-phenyl}-2-o-tolyl-acetamide

Procedure

Synthesis in analogy to Example 8 starting from 3-[2-(4-amino-phenyl)-2-oxo-ethyl]-2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one and o-tolyl-acetyl chloride to yield N-{4-[2-(2-methyl-5-oxo-4,4-diphenyl-4,5-dihydro-imidazol-1-yl)-acetyl]-phenyl}-2-o-tolyl-acetamide. LC/MS at 254 nm; [M+H] 516; Rt 3.526 min.

Sources & evidence

ORD record
ord-421ef9742ce048a998dd619218e7cc69
Source dataset
uspto-grants-2010_08
Patent number
US07786155B2

Linked notes

Loading…