m-Tolyl isocyanate → HCID 15670987, compound

HRID 2259964Notes

Reaction equation

HRID 2259964 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]([N:14]([CH3:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:13])=[O:4].[CH3:30][C:31]1[CH:32]=[C:33]([N:37]=[C:38]=[O:39])[CH:34]=[CH:35][CH:36]=1>>[CH3:21][N:14]([C:12]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C:3](=[O:4])[CH2:2][NH:1][C:38]([NH:37][C:33]1[CH:34]=[CH:35][CH:36]=[C:31]([CH3:30])[CH:32]=1)=[O:39])=[O:13])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19002033HCID 19002033, compound

Product 1

HCID 15670987HCID 15670987, compoundYield 57.4%

Procedure

Using a procedure similar to that described in Example 27, but starting with tert-butyl 2-{2-amino-N-[2-(N-methylanilino)carbonylphenyl]acetamido}acetate (2.5 g) and 3-methylphenyl isocyanate (0.83 g), and after recrystallisation in ethyl acetate, tert-butyl 2-{N-[2-(N-methylanilino)carbonylphenyl]-2-[3-(3-methylphenyl)ureido]acetamido}acetate (1.9 g), m.p. 145° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-ad0a3a16207d4f73bf6f6a061e9e58f5
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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