m-Tolyl isocyanate → HCID 20097057, compound

HRID 1769708Notes

Reaction equation

HRID 1769708 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:12][C:13]([N:15]1[CH2:20][CH2:19][C:18]([CH2:22][CH3:23])([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].[CH3:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>>[CH2:22]([C:18]1([CH3:21])[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:32]([NH:31][C:27]2[CH:28]=[CH:29][CH:30]=[C:25]([CH3:24])[CH:26]=2)=[O:33])[CH2:16][CH2:17]1)[CH3:23]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 20097145HCID 20097145, compound

Product 1

HCID 20097057HCID 20097057, compoundYield 21.1%

Procedure

The procedure is analogous to that described in Example 1, but 1.7 g of 2-amino-N-[2-(4-ethyl-4-methylpiperidino)-2-oxoethyl]-N-phenylacetamide and 0.7 g of 3-methylphenyl isocyanate are used as the starting material. After recrystallization from ethyl acetate, 0.5 g of N-[2-(4-ethyl-4-methylpiperidino)-2-oxoethyl]-2-[3-(3-methylphenyl)ureido]-N-phenylacetamide melting at 204° C is obtained.

Workup

  1. customAfter recrystallization from ethyl acetate

Sources & evidence

ORD record
ord-ee512f5b9a7f4e4ba1ea7f6f5c2dce0f
Source dataset
uspto-grants-1995_01
Patent number
US05382590

Reaction notes

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