m-Tolyl isocyanate → HCID 19002016, compound

HRID 2259955Notes

Reaction equation

HRID 2259955 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:13][C:14]([N:16]([CH3:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])=[O:4].[CH3:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>>[Cl:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:13][C:14]([N:16]([CH3:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15])[C:3](=[O:4])[CH2:2][NH:1][C:32]([NH:31][C:27]1[CH:28]=[CH:29][CH:30]=[C:25]([CH3:24])[CH:26]=1)=[O:33]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001997HCID 19001997, compound

Product 1

HCID 19002016HCID 19002016, compoundYield 46.2%

Procedure

Using a procedure similar to that described in Example 11, but starting with 2-[2-amino-N-(2-chlorophenyl)acetamido]-N-methyl-N-phenylacetamide (3.4 g) and 3-methylphenyl isocyanate (1.4 g), and after recrystallisation in acetonitrile, 2-{N-(2-chlorophenyl)-2-[3-(3-methylphenyl)ureido]acetamido}-N-methyl-N-phenylacetamide (2.2 g), m.p. 180° C., is obtained.

Workup

  1. customafter recrystallisation in acetonitrile

Sources & evidence

ORD record
ord-b6a8468dd0584ae9aec785379b36fdaa
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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