m-Tolyl isocyanate → HCID 20097098, compound

HRID 1769709Notes

Reaction equation

HRID 1769709 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:12][C:13]([N:15]1[CH2:20][CH2:19][C:18]([CH3:22])([CH3:21])[CH2:17][CH2:16]1)=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[CH3:23][C:24]1[CH:25]=[C:26]([N:30]=[C:31]=[O:32])[CH:27]=[CH:28][CH:29]=1>>[CH3:21][C:18]1([CH3:22])[CH2:19][CH2:20][N:15]([C:13](=[O:14])[CH2:12][N:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:3](=[O:4])[CH2:2][NH:1][C:31]([NH:30][C:26]2[CH:27]=[CH:28][CH:29]=[C:24]([CH3:23])[CH:25]=2)=[O:32])[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 20097102HCID 20097102, compound

Product 1

HCID 20097098HCID 20097098, compoundYield 48.6%

Procedure

The procedure is analogous to that described in Example 1, but 1.0 g of 2-amino-N-[2-(4,4-dimethylpiperidino)-2-oxoethyl]-N-phenylacetamide and 0.44 g of 3-methylphenyl isocyanate are used as the starting material. After recrystallization from an ethyl acetate/acetonitrile mixture (50-50 by volume), 0.7 g of N-[2-(4,4-dimethylpiperidino)-2-oxoethyl]-2-[3-(3-methylphenyl)ureido]-N-phenylacetamide melting at 205° C is obtained.

Workup

  1. customAfter recrystallization from an ethyl acetate/acetonitrile mixture (50-50 by volume)

Sources & evidence

ORD record
ord-041fe76f2b614b54affd8a2dae61d811
Source dataset
uspto-grants-1995_01
Patent number
US05382590

Reaction notes

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