m-Tolyl isocyanate → HCID 19001989, compound

HRID 2259973Notes

Reaction equation

HRID 2259973 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[O: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>>[CH3:27][C:28]1[CH:29]=[C:30]([NH:34][C:35](=[O:36])[NH: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]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:4])[CH:31]=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001930HCID 19001930, compound

Product 1

HCID 19001989HCID 19001989, compoundYield 26.3%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(2-phenoxyphenyl)acetamido]acetate (4.7 g) and 3-methylphenyl isocyanate (1.9 g), and after recrystallisation in ethyl acetate, tert-butyl 2-{2-[3-(3-methylphenyl)ureido]-N-(2-phenoxyphenyl)acetamido}acetate (1.7 g), m.p. 204° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-eea2a28fad324177aaf0ee31e6d5d079
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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