1-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodide → Methyl-phenyl-carbamic acid 4-(2-cyclohexyl-acetylamino)-phenyl ester

HRID 1179731Notes

Reaction equation

HRID 1179731 reaction equation
[CH:1]1([CH2:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[I-].C[N+]1C=CN([C:25](=[O:34])[N:26]([CH3:33])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)C=1>>[CH:1]1([CH2:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:25](=[O:34])[N:26]([CH3:33])[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:13][CH:12]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 109478841-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodideHCID 220477802-Cyclohexyl-N-(4-hydroxy-phenyl)-acetamide

Product 1

HCID 10287026Methyl-phenyl-carbamic acid 4-(2-cyclohexyl-acetylamino)-phenyl esterYield 77.5%

Procedure

The title compound (284 mg, 77% yield, white crystals) was prepared from 2-cyclohexyl-N-(4-hydroxy-phenyl)-acetamide (233 mg, 1.00 mmol) and 1-methyl-3-(methyl-phenyl—carbamoyl)-3H-imidazol-1-ium iodide (343 mg, 1.00 mmol). HPLC-MS m/z=367 (M+1); Rt=4.51 min

Sources & evidence

ORD record
ord-76364c926bca4a7b8bbe367d4bff41ea
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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