m-Tolyl isocyanate → HCID 19002009, compound

HRID 2259953Notes

Reaction equation

HRID 2259953 reaction equation
[NH2:1][CH2:2][C:3]([N:5]([CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:6]1[CH:11]=[CH:10][C:9]2[O:12][CH2:13][O:14][C:8]=2[CH:7]=1)=[O:4].[CH3:23][C:24]1[CH:25]=[C:26]([N:30]=[C:31]=[O:32])[CH:27]=[CH:28][CH:29]=1>>[CH2:13]1[O:12][C:9]2[CH:10]=[CH:11][C:6]([N:5]([CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:3](=[O:4])[CH2:2][NH:1][C:31]([NH:30][C:26]3[CH:27]=[CH:28][CH:29]=[C:24]([CH3:23])[CH:25]=3)=[O:32])=[CH:7][C:8]=2[O:14]1

Participants

3

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 19001935HCID 19001935, compound

Product 1

HCID 19002009HCID 19002009, compoundYield 49.8%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(3,4-methylenedioxyphenyl)acetamido]acetate (2.4 g) and 3-methylphenyl isocyanate (1 g), and after recrystallisation in ethyl acetate, tert-butyl 2-{N-(3,4-methylenedioxyphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}acetate (1.65 g), m.p. 142° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-e1624187c78b4f7fa5b56f235534d5d7
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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