m-Tolyl isocyanate → HCID 19002052, compound

HRID 2259950Notes

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]=[CH:8][C:7]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[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:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[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]1[CH:29]=[CH:30][CH:31]=[C:26]([CH3:25])[CH:27]=1)=[O:34])=[O:13])[CH3:16]

Participants

Reactant 2

HCID 69303m-Tolyl isocyanate

HCID 19001965HCID 19001965, compound

Product 1

HCID 19002052HCID 19002052, compoundYield 27%

Procedure

Using a procedure similar to that described in Example 1, but starting with tert-butyl 2-[2-amino-N-(2-ethoxycarbonylphenyl)acetamido]acetate (3.6 g) and 3-methylphenyl isocyanate (1.42 g), and after recrystallisation in diisopropyl ether, tert-butyl 2-{N-(2-ethoxycarbonylphenyl)-2-[3-(3-methylphenyl)ureido]acetamido}acetate (1.35 g), m.p. 142° C., is obtained.

Workup

customafter recrystallisation in diisopropyl ether

Sources & evidence

ORD record: ord-a0d84115d0f64d4f89f0be6f84d7b085
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05475106

Reaction notes

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