1-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodide → Methyl-phenyl-carbamic Acid 4-(3,3-dimethyl-butyrylamino)-phenyl Ester

HRID 1179733Notes

Reaction equation

HRID 1179733 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][CH:3]=1.[I-].C[N+]1C=CN([C:23](=[O:32])[N:24]([CH3:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)C=1>>[CH3:13][C:11]([CH3:12])([CH3:14])[CH2:10][C:9]([NH:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][C:23](=[O:32])[N:24]([CH3:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:7][CH:6]=1)=[O:15]

Participants

3

Reactant 2

HCID 109478841-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodideHCID 22047740N-(4-Hydroxyphenyl)-3,3-dimethylbutanamide

Product 1

HCID 10172155Methyl-phenyl-carbamic Acid 4-(3,3-dimethyl-butyrylamino)-phenyl EsterYield 77%

Procedure

The title compound (262 mg, 77% yield) was prepared from N-(4-hydroxyphenyl)-3,3-dimethyl-butyramide (275 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=341 (M+1); Rt=4.15 min.

Sources & evidence

ORD record
ord-793b4c0c8f0f4173928e59e7f1b5972e
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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