m-Tolyl isocyanate → HCID 19002041, compound

HRID 2259971Notes

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[CH3:12])=[O:4].[CH3:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>>[CH3:12][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:18]=[CH:19][CH:20]=[CH:21][CH:22]=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

Reactant 2

HCID 69303m-Tolyl isocyanate

HCID 19001977HCID 19001977, compound

Product 1

HCID 19002041HCID 19002041, compoundYield 134.3%

Procedure

Using a procedure similar to that described in Example 1, but starting with 2-[2-amino-N-(2-methylphenyl)acetamido]-N-methyl-N-phenylacetamide (1.2 g) and 3-methylphenyl isocyanate (1.3 g), and after recrystallisation in ethyl acetate, 2-{N-(2-methyl-phenyl)-2-[3-(3-methylphenyl)ureido]acetamido}-N-methyl-N-phenylacetamide (2.3 g), m.p. 193° C., is obtained.

Workup

customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record: ord-bd14522a1f704fea8e201efeb91b09eb
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05475106

Reaction notes

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