m-Tolyl isocyanate → HCID 14996881, compound

HRID 1769697Notes

Reaction equation

HRID 1769697 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:12][C:13]([NH:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[CH3:20][C:21]1[CH:22]=[C:23]([N:27]=[C:28]=[O:29])[CH:24]=[CH:25][CH:26]=1>>[C:16]([NH:15][C:13](=[O:14])[CH2:12][N:5]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3](=[O:4])[CH2:2][NH:1][C:28]([NH:27][C:23]1[CH:24]=[CH:25][CH:26]=[C:21]([CH3:20])[CH:22]=1)=[O:29])([CH3:19])([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 14996880HCID 14996880, compound

Product 1

HCID 14996881HCID 14996881, compoundYield 66.4%

Procedure

The procedure is analogous to that described in Example 1, but 1.0 g of 2-(2-amino-N-phenylacetamido)-N-tert-butylacetamide and 0.55 g of 3-methylphenyl isocyanate are used as the starting material. After recrystallization from acetonitrile, 1.0 g of N-tert-butyl-2-{2-[3-(3-methylphenyl)ureido]-N-phenylacetamido}acetamide melting at 214° C. is obtained.

Workup

  1. customAfter recrystallization from acetonitrile

Sources & evidence

ORD record
ord-240e2b2d058a461396bbb691c3427d6f
Source dataset
uspto-grants-1995_01
Patent number
US05382590

Reaction notes

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