m-Tolyl isocyanate → HCID 19002008, compound

HRID 2259949Notes

Reaction equation

HRID 2259949 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]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:7]=1)=[O:4].[CH3:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>>[CH3:24][C:25]1[CH:26]=[C:27]([NH:31][C:32](=[O:33])[NH: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]2[CH:11]=[CH:10][CH:9]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:7]=2)=[O:4])[CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001937HCID 19001937, compound

Product 1

HCID 19002008HCID 19002008, compoundYield 22.7%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(3-trifluoromethylphenyl)acetamido]acetate (4.9 g) and 3-methylphenyl isocyanate (2 g), and after recrystallisation in diisopropyl ether, tert-butyl 2-{2-[3-(3-methylphenyl)ureido]-N-(3-trifluoromethylphenyl)acetamido}acetate (1.56 g), m.p. 140° C., is obtained.

Workup

  1. customafter recrystallisation in diisopropyl ether

Sources & evidence

ORD record
ord-99e97292611d4c42a4889498c0041027
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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