m-Tolyl isocyanate → HCID 14880511, compound

HRID 1588850Notes

Reaction equation

HRID 1588850 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[CH3:19][C:20]1[CH:21]=[C:22]([N:26]=[C:27]=[O:28])[CH:23]=[CH:24][CH:25]=1>>[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:27]([NH:26][C:22]1[CH:23]=[CH:24][CH:25]=[C:20]([CH3:19])[CH:21]=1)=[O:28])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19580394HCID 19580394, compound

Product 1

HCID 14880511HCID 14880511, compoundYield 77.9%

Procedure

Working in a manner similar to that described in Example 1, but starting with 2-amino-N-benzyl-N-phenylacetamide (1.9 g) and 3-methylphenyl isocyanate (1.1 g), and after recrystallization in acetonitrile, N-benzyl-N-phenyl-2-[3-(3-methylphenyl)ureido]acetamide (2.3 g), m.p. 175° C., is obtained.

Workup

  1. customafter recrystallization in acetonitrile

Sources & evidence

ORD record
ord-6b23028390cc4eed8b0657f54aabf76f
Source dataset
uspto-grants-1993_06
Patent number
US05223529

Reaction notes

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