1-Butoxy-4-isocyanatobenzene → Ethyl 3-{3'-[3-(4-butoxyphenyl)-1-methylureido]biphenyl-4-yl}propanoate

HRID 250886Notes

Reaction equation

HRID 250886 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]=[C:13]=[O:14])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[CH3:15][NH:16][C:17]1[CH:18]=[C:19]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:25][CH:24]=2)[CH:20]=[CH:21][CH:22]=1>>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:14])[N:16]([C:17]2[CH:18]=[C:19]([C:23]3[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:25][CH:24]=3)[CH:20]=[CH:21][CH:22]=2)[CH3:15])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 27696291-Butoxy-4-isocyanatobenzeneHCID 67271940Ethyl 3-(3'-methylaminobiphenyl-4-yl)propanoate

Product 1

HCID 67273394Ethyl 3-{3'-[3-(4-butoxyphenyl)-1-methylureido]biphenyl-4-yl}propanoateYield 97.4%

Procedure

In a manner similar to that of Example (5a), by reaction of 574 μl (3.17 mmol, 3 eq) of 4-butoxyphenyl isocyanate and 300 mg (1.06 mmol, 1 eq) of ethyl 3-(3′-methylaminobiphenyl-4-yl)propanoate at 100° C. by microwave for 15 minutes, 490 mg of ethyl 3-{3′-[3-(4-butoxyphenyl)-1-methylureido]biphenyl-4-yl}propanoate are obtained in the form of a white solid. Yield=97%

Sources & evidence

ORD record
ord-a10585eb5ad344c9b12f1273942b7957
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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