m-Tolyl isocyanate → HCID 19002044, compound

HRID 2259946Notes

Reaction equation

HRID 2259946 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=[O:4].[CH3:22][C:23]1[CH:24]=[C:25]([N:29]=[C:30]=[O:31])[CH:26]=[CH:27][CH:28]=1>>[CH3:13][O:12][C:9]1[CH:8]=[CH:7][C:6]([N:5]([CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:3](=[O:4])[CH2:2][NH:1][C:30]([NH:29][C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([CH3:22])[CH:24]=2)=[O:31])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001938HCID 19001938, compound

Product 1

HCID 19002044HCID 19002044, compoundYield 17.7%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(4-methoxyphenyl)acetamido]acetate (6.6 g) and 3-methylphenyl isocyanate (3 g), and after recrystallisation in acetonitrile, tert-butyl 2-{N-(4-methoxyphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}-acetate (1.7 g), m.p. 158° C., is obtained.

Workup

  1. customafter recrystallisation in acetonitrile

Sources & evidence

ORD record
ord-b1158faff6054c72a6088eab4ba61a6a
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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