m-Tolyl isocyanate → HCID 9865566, compound

HRID 1588848Notes

Reaction equation

HRID 1588848 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[CH3:20][C:21]1[CH:22]=[C:23]([N:27]=[C:28]=[O:29])[CH:24]=[CH:25][CH:26]=1>>[CH3:20][C:21]1[CH:22]=[C:23]([NH:27][C:28](=[O:29])[NH:1][CH2:2][C:3]([N:5]([CH2:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:4])[CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 18951114HCID 18951114, compound

Product 1

HCID 9865566HCID 9865566, compoundYield 42.6%

Procedure

Working in a manner similar to that described in Example 1, but starting with tert-butyl 2-(2-amino-N-phenylacetamido)acetate (1.25 g) and 3-methylphenyl isocyanate (0.63 g), and after recrystallization in acetonitrile, tert-butyl 2-{2-[3-(3-methylphenyl)ureido]-N-phenylacetamido}acetate (0.8 g), m.p. 180° C., is obtained.

Workup

  1. customafter recrystallization in acetonitrile

Sources & evidence

ORD record
ord-526f2bcab6a249f7a584690f57088546
Source dataset
uspto-grants-1993_06
Patent number
US05223529

Reaction notes

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