m-Tolyl isocyanate → HCID 14880510, compound

HRID 1588849Notes

Reaction equation

HRID 1588849 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:6][C:7](=[O:13])[N:8]1[CH2:12][CH2:11][CH2:10][CH2:9]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]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:6][C:7](=[O:13])[N:8]2[CH2:9][CH2:10][CH2:11][CH2:12]2)=[O:4])[CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19754782HCID 19754782, compound

Product 1

HCID 14880510HCID 14880510, compoundYield 52.1%

Procedure

Working in a manner similar to that described in Example 1, but starting with 2-amino-N-phenyl-N-[2-oxo-2-(1-pyrrolidinyl)ethyl]acetamide (0.7 g) and 3-methylphenyl isocyanate (0.36 g), and after recrystallization in acetonitrile, 2-[3-(3-methylphenyl)ureido]-N-phenyl-N-[2-oxo-2-(1-pyrrolidinyl) ethyl)acetamide (0.55 g), m.p. 206° C., is obtained.

Workup

  1. customafter recrystallization in acetonitrile

Sources & evidence

ORD record
ord-3a2e261a13f24708af7c4b35c59e96b2
Source dataset
uspto-grants-1993_06
Patent number
US05223529

Reaction notes

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