m-Tolyl isocyanate → HCID 9868877, compound

HRID 2259948Notes

Reaction equation

HRID 2259948 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:14][C:15]([N:17]([CH3:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=1)=[O:4].[CH3:25][C:26]1[CH:27]=[C:28]([N:32]=[C:33]=[O:34])[CH:29]=[CH:30][CH:31]=1>>[CH3:13][O:12][C:8]1[CH:7]=[C:6]([N:5]([CH2:14][C:15]([N:17]([CH3:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:16])[C:3](=[O:4])[CH2:2][NH:1][C:33]([NH:32][C:28]2[CH:29]=[CH:30][CH:31]=[C:26]([CH3:25])[CH:27]=2)=[O:34])[CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 22917832HCID 22917832, compound

Product 1

HCID 9868877HCID 9868877, compoundYield 53.3%

Procedure

Using a procedure similar to that described in Example 1, but starting with 2-[2-amino-N-(3-methoxyphenyl)acetamido]-N-methyl-N-phenylacetamide (1.6 g) and 3-methylphenyl isocyanate (0.67 g), and after recrystallisation in acetonitrile, 2-{N-(3-methoxyphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}-N-methyl-N-phenylacetamide (1.2 g), m.p. 179° C., is obtained.

Workup

  1. customafter recrystallisation in acetonitrile

Sources & evidence

ORD record
ord-df6d7ef8ba3441c1be275a2c5c00cd59
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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