m-Tolyl isocyanate → HCID 19002039, compound

HRID 2259956Notes

Reaction equation

HRID 2259956 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][CH:9]=[CH:8][C:7]=1[O:12][CH3:13])=[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:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[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]1[CH:26]=[CH:27][CH:28]=[C:23]([CH3:22])[CH:24]=1)=[O:31]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001958Glycine, N-glycyl-N-(2-methoxyphenyl)-, 1,1-dimethylethyl ester

Product 1

HCID 19002039HCID 19002039, compoundYield 49.2%

Procedure

Using a procedure similar to that described in Example 11, but starting with tert-butyl 2-[2-amino-N-(2-methoxyphenyl)acetamido]acetate (4.2 g) and 3-methylphenyl isocyanate (1.9 g), and after recrystallisation in ethyl acetate, tert-butyl 2-{N-(2-methoxyphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}acetate (3 g), m.p. 171° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-309274d1db54497582a445fed4d0d04b
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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