m-Tolyl isocyanate → HCID 19002043, compound

HRID 2259977Notes

Reaction equation

HRID 2259977 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:17][C:18]([N:20]([CH3:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:4].[CH3:28][C:29]1[CH:30]=[C:31]([N:35]=[C:36]=[O:37])[CH:32]=[CH:33][CH:34]=1>>[CH2:15]([O:14][C:12]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:17][C:18]([N:20]([CH3:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19])[C:3](=[O:4])[CH2:2][NH:1][C:36]([NH:35][C:31]1[CH:32]=[CH:33][CH:34]=[C:29]([CH3:28])[CH:30]=1)=[O:37])=[O:13])[CH3:16]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001949HCID 19001949, compound

Product 1

HCID 19002043HCID 19002043, compoundYield 52.3%

Procedure

Using a procedure similar to that described in Example 1, but starting with 2-[2-amino-N-(2-ethoxycarbonylphenyl)acetamido]-N-methyl-N-phenylacetamide (2.25 g) and 3-methylphenyl isocyanate (0.88 g), and after recrystallisation in ethyl acetate, 2-{N-(2-ethoxycarbonylphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}-N-methyl-N-phenylacetamide (1.6 g), m.p. 201° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-b2923007e12b424a92bc09590595999b
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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