m-Tolyl isocyanate → HCID 19002048, compound

HRID 2259945Notes

Reaction equation

HRID 2259945 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])=[O:4].[CH3:21][C:22]1[CH:23]=[C:24]([N:28]=[C:29]=[O:30])[CH:25]=[CH:26][CH:27]=1>>[F:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:3](=[O:4])[CH2:2][NH:1][C:29]([NH:28][C:24]1[CH:25]=[CH:26][CH:27]=[C:22]([CH3:21])[CH:23]=1)=[O:30]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001954Glycine, N-(2-fluorophenyl)-N-glycyl-, 1,1-dimethylethyl ester

Product 1

HCID 19002048HCID 19002048, compoundYield 47.6%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(2-fluorophenyl)acetamido]acetate (2.5 g) and 3-methylphenyl isocyanate (1.2 g), and after recrystallisation in diisopropyl ether, tert-butyl 2-{N-(2-fluorophenyl)-2-[3-(3-methylphenyl)ureido]-acetamido}acetate (1.75 g), m.p. 148° C., is obtained.

Workup

  1. customafter recrystallisation in diisopropyl ether

Sources & evidence

ORD record
ord-384364f24bde49d8a24d29d63ecab195
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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