N-(4-hydroxyphenyl)cyclohexanecarboxamide → Methyl-phenyl-carbamic Acid 4-(cyclohexanecarbonyl-amino)-phenyl Ester

HRID 1179730Notes

Reaction equation

HRID 1179730 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:10])=[CH:4][CH:3]=1.[I-].C[N+]1C=CN([C:24](=[O:33])[N:25]([CH3:32])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)C=1>>[CH:11]1([C:9]([NH:8][C:5]2[CH:4]=[CH:3][C:2]([O:1][C:24](=[O:33])[N:25]([CH3:32])[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:7][CH:6]=2)=[O:10])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 4056004N-(4-hydroxyphenyl)cyclohexanecarboxamideHCID 109478841-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodide

Product 1

HCID 10193633Methyl-phenyl-carbamic Acid 4-(cyclohexanecarbonyl-amino)-phenyl EsterYield 80.3%

Procedure

The title compound (283 mg, 80% yield, white crystals) was prepared from cyclohexanecarboxylic acid (4-hydroxyphenyl) amide (219 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=353 (M+1); Rt=4.23 min.

Sources & evidence

ORD record
ord-b243f5419b434e40a0772b4d505180cb
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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