m-Tolyl isocyanate → HCID 19002051, compound

HRID 2259952Notes

Reaction equation

HRID 2259952 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:12][C:13](=[O:15])[CH3:14])=[O:4].[CH3:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>>[C:13]([NH:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[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])(=[O:15])[CH3:14]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001986HCID 19001986, compound

Product 1

HCID 19002051HCID 19002051, compoundYield 54.2%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-{2-amino-N-[2-(acetylamino)phenyl]acetamido}acetate (4.7 g) and 3-methylphenyl isocyanate (2 g), and after recrystallisation in ethyl acetate, tert-butyl 2-{N-[2-(acetylamino)phenyl]-2-[3-(3-methylphenyl)ureido]acetamido}acetate (3.6 g), m.p. 185° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-c63a98d16ee0456fb8e4a6f0aab4b4ce
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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