m-Tolyl isocyanate → HCID 19002011, compound

HRID 2259976Notes

Reaction equation

HRID 2259976 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O: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>>[CH2:15]([O:14][C:12]([C:8]1[CH:7]=[C:6]([N:5]([CH2:17][C:18]([O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:19])[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)=[O:13])[CH3:16]

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001970HCID 19001970, compound

Product 1

HCID 19002011HCID 19002011, compoundYield 18.5%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(3-ethoxycarbonylphenyl)acetamido]acetate (3.3 g) and 3-methylphenyl isocyanate (1.3 g), and after recrystallisation in diisopropyl ether, tert-butyl 2-{N-(3-ethoxycarbonylphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}acetate (0.85 g), m.p. 71° C., is obtained.

Workup

  1. customafter recrystallisation in diisopropyl ether

Sources & evidence

ORD record
ord-4a0f8f04f58e4cca9682cdc3ab012543
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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