m-Tolyl isocyanate → HCID 19002049, compound

HRID 2259947Notes

Reaction equation

HRID 2259947 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]([F:16])([F:15])[F:14])[CH:7]=1)=[O:4].[CH3:25][C:26]1[CH:27]=[C:28]([N:32]=[C:33]=[O:34])[CH:29]=[CH:30][CH:31]=1>>[CH3:25][C:26]1[CH:27]=[C:28]([NH:32][C:33](=[O:34])[NH:1][CH2:2][C:3]([N:5]([CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]([F:16])([F:14])[F:15])[CH:7]=2)=[O:4])[CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001931HCID 19001931, compound

Product 1

HCID 19002049HCID 19002049, compoundYield 37.2%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(3-trifluoromethoxyphenyl)acetamido]acetate (3.4 g) and 3-methylphenyl isocyanate (1.4 g), and after recrystallisation in diisopropyl ether, tert-butyl 2-{2-[3-(3-methylphenyl)ureido]-N-(3-trifluoromethoxyphenyl)acetamido}acetate (1.75 g), m.p. 125° C., is obtained.

Workup

  1. customafter recrystallisation in diisopropyl ether

Sources & evidence

ORD record
ord-4ebfa5cdcb3a4e0eacb0bbe39ad32e41
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

Loading…