m-Tolyl isocyanate → HCID 20097161, compound

HRID 1769695Notes

Reaction equation

HRID 1769695 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:12][C:13]([N:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][CH2:16]1)=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[CH3:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>>[N:15]1([C:13](=[O:14])[CH2:12][N:5]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:3](=[O:4])[CH2:2][NH:1][C:32]([NH:31][C:27]2[CH:28]=[CH:29][CH:30]=[C:25]([CH3:24])[CH:26]=2)=[O:33])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 20097066HCID 20097066, compound

Product 1

HCID 20097161HCID 20097161, compoundYield 27.2%

Procedure

The procedure is analogous to that described in Example 1, but 1.8 g of 2-amino-N-[2-(1-indolinyl)-2-oxoethyl]-N-phenylacetamide and 0.8 g of 3-methylphenyl isocyanate are used as the starting material. After recrystallization from a mixture of ethyl acetate and dimethylformamide (80-20 by volume), 0.7 g of N-[2-(1-indolinyl)-2-oxoethyl]-2-[3-(3-methylphenyl)ureido]-N-phenylacetamide melting at 190° C. is obtained.

Workup

  1. customAfter recrystallization
  2. additionfrom a mixture of ethyl acetate and dimethylformamide (80-20 by volume)

Sources & evidence

ORD record
ord-2910a30744294a68a10d54144ba81182
Source dataset
uspto-grants-1995_01
Patent number
US05382590

Reaction notes

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