m-Tolyl isocyanate → HCID 15670978, compound

HRID 1769723Notes

Reaction equation

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

Participants

Reactant 2

HCID 69303m-Tolyl isocyanate

HCID 20097133HCID 20097133, compound

Product 1

HCID 15670978HCID 15670978, compoundYield 42.9%

Procedure

Following a procedure analogous to that described in Example 106, but using 1.0 g of 2-amino-N-[2-(8-aza-1,4-dioxaspiro[4,5]decan-8-yl)-2-oxoethyl]-N-phenylacetamide and 0.4 g of 3-methylphenyl isocyanate as the starting material, 0.6 g of N-[2-(8-aza-1,4-dioxaspiro[4,5]decan-8-yl)-2-oxoethyl]-2-[3-(3-methylphenyl)ureido]-N-phenylacetamide melting at 130° C is obtained after recrystallization from a cyclohexane/ethyl acetate mixture (50/50 by volume).

Sources & evidence

ORD record: ord-74334fa3a2fe4150ac88e14265aa1610
Source dataset: uspto-grants-1995_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05382590

Reaction notes

Loading…