Itaconic acid → Trans-N-[1-Methyldecyl]-2-[4-(4-carboxy-2-oxo-pyrrolidino)phenyl]cyclopropanecarboxamide

HRID 66801Notes

Reaction equation

HRID 66801 reaction equation
[CH3:1][CH:2]([NH:12][C:13]([C@@H:15]1[CH2:17][C@H:16]1[C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1)=[O:14])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[C:25]([OH:33])(=[O:32])[C:26]([CH2:28][C:29](O)=[O:30])=[CH2:27]>>[CH3:1][CH:2]([NH:12][C:13]([C@@H:15]1[CH2:17][C@H:16]1[C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:27][CH:26]([C:25]([OH:33])=[O:32])[CH2:28][C:29]2=[O:30])=[CH:20][CH:19]=1)=[O:14])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

3

Reactant 2

HCID 811Itaconic acidHCID 54155861trans-N-(1-Methyldecyl)-2-(4-aminophenyl)cyclopropanecarboxamide

Product 1

HCID 54373403Trans-N-[1-Methyldecyl]-2-[4-(4-carboxy-2-oxo-pyrrolidino)phenyl]cyclopropanecarboxamide

Procedure

The title compound was prepared from trans-N-(1-methyldecyl)-2-(4-aminophenyl)cyclopropanecarboxamide and itaconic acid, substantially according to the procedure of Example 10. It was recrystallized from acetic acid to give a 21% yield of material having a melting point of 226°-228° C. The infrared spectrum (KBr disc) showed absorptions at 3280, 2900, 1695 and 1625 cm-1.

Workup

  1. customIt was recrystallized from acetic acid

Sources & evidence

ORD record
ord-ebe85227a196450bac8b8b824144c40a
Source dataset
uspto-grants-1982_08
Patent number
US04343813

Reaction notes

Loading…