m-Tolyl isocyanate → HCID 19002000, compound

HRID 2259974Notes

Reaction equation

HRID 2259974 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:4].[CH3:26][C:27]1[CH:28]=[C:29]([N:33]=[C:34]=[O:35])[CH:30]=[CH:31][CH:32]=1>>[C:7]1([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:3](=[O:4])[CH2:2][NH:1][C:34]([NH:33][C:29]1[CH:30]=[CH:31][CH:32]=[C:27]([CH3:26])[CH:28]=1)=[O:35]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19002038HCID 19002038, compound

Product 1

HCID 19002000HCID 19002000, compoundYield 45.9%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(2-biphenylyl)acetamido]acetate (5.8 g) and 3-methylphenyl isocyanate (2.3 g), and after recrystallisation in ethyl acetate, tert-butyl 2-{N-(2-biphenylyl)-2-[3-(3-methylphenyl)ureido]acetamido}acetate (3.7 g), m.p. 177° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-b957679df6334aeeb974c864d9672213
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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