m-Tolyl isocyanate → HCID 19001950, compound

HRID 2259975Notes

Reaction equation

HRID 2259975 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:4].[CH3:27][C:28]1[CH:29]=[C:30]([N:34]=[C:35]=[O:36])[CH:31]=[CH:32][CH:33]=1>>[CH2:12]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[N:5]([CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:3](=[O:4])[CH2:2][NH:1][C:35]([NH:34][C:30]1[CH:31]=[CH:32][CH:33]=[C:28]([CH3:27])[CH:29]=1)=[O:36])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001962HCID 19001962, compound

Product 1

HCID 19001950HCID 19001950, compoundYield 60.1%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(2-benzylphenyl)acetamido]acetate (8.1 g) and 3-methylphenyl isocyanate (3 g), and after recrystallisation in ethyl acetate, tert-butyl 2-{N-(2-benzylphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}acetate (6.6 g), m.p 183° C., is obtained

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-fea8f83125ef418ca4a2a2a8cb059c08
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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