m-Tolyl isocyanate → HCID 19001979, compound

HRID 2259972Notes

Reaction equation

HRID 2259972 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:14][C:15]([N:17]([CH3:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH3:13])=[O:4].[CH3:25][C:26]1[CH:27]=[C:28]([N:32]=[C:33]=[O:34])[CH:29]=[CH:30][CH:31]=1>>[CH3:13][O:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:14][C:15]([N:17]([CH3:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:16])[C:3](=[O:4])[CH2:2][NH:1][C:33]([NH:32][C:28]1[CH:29]=[CH:30][CH:31]=[C:26]([CH3:25])[CH:27]=1)=[O:34]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001955HCID 19001955, compound

Product 1

HCID 19001979HCID 19001979, compoundYield 67.8%

Procedure

Using a procedure similar to that described in Example 1, but starting with 2-[2-amino-N-(2-methoxyphenyl)acetamido]-N-methyl-N-phenylacetamide (2.0 g) and 3-methylphenyl isocyanate (0.64 g), and after recrystallisation in ethyl acetate, 2-{N-(2-methoxyphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}-N-methyl-N-phenylacetamide (1.5 g), m.p. 212° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-fb80bcfb59c44c339ad85eed1142a7b8
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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