Itaconic acid → trans-N-Decyl-2-[4-(4-carboxy-2-oxo-pyrrolidino)-phenyl]cyclopropanecarboxamide

HRID 66800Notes

Reaction equation

HRID 66800 reaction equation
[CH2:1]([NH:11][C:12]([C@@H:14]1[CH2:16][C@H:15]1[C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=1)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:24]([OH:32])(=[O:31])[C:25]([CH2:27][C:28](O)=[O:29])=[CH2:26]>>[CH2:1]([NH:11][C:12]([C@@H:14]1[CH2:16][C@H:15]1[C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH2:26][CH:25]([C:24]([OH:32])=[O:31])[CH2:27][C:28]2=[O:29])=[CH:19][CH:18]=1)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 811Itaconic acidHCID 54265967trans-N-Decyl-2-(4-aminophenyl)cyclopropanecarboxamide

Product 1

HCID 54560922trans-N-Decyl-2-[4-(4-carboxy-2-oxo-pyrrolidino)-phenyl]cyclopropanecarboxamide

Procedure

The title compound was prepared from trans-N-decyl-2-(4-aminophenyl)cyclopropanecarboxamide and itaconic acid, substantially according to the procedure of Example 10. It was recrystallized twice from ethanol to give a 47% yield of material having a melting point of 214°-215° C. The infrared spectrum (KBr disc) showed absorptions at 3280, 3125, 1680 and 1625 cm-1.

Workup

  1. customIt was recrystallized twice from ethanol

Sources & evidence

ORD record
ord-c73b4b93cc634a2c974110eb493f693e
Source dataset
uspto-grants-1982_08
Patent number
US04343813

Reaction notes

Loading…