Reaction #95079

ord-ebe85227a196450bac8b8b824144c40a

Reaction equation

CCCCCCCCCC(C)NC(=O)[C@@H]1C[C@H]1c1ccc(N)cc1
trans-N-(1-methyldecyl)-2-(4-aminophenyl)cyclopropanecarboxamide
C=C(CC(=O)O)C(=O)O
itaconic acid
→
CCCCCCCCCC(C)NC(=O)[C@@H]1C[C@H]1c1ccc(N2CC(C(=O)O)CC2=O)cc1
title compound
CCCCCCCCCC(C)NC(=O)[C@@H]1C[C@H]1c1ccc(N2CC(C(=O)O)CC2=O)cc1
Trans-N-[1-Methyldecyl]-2-[4-(4-carboxy-2-oxo-pyrrolidino)phenyl]cyclopropanecarboxamide

Reactants

CCCCCCCCCC(C)NC(=O)[C@@H]1C[C@H]1c1ccc(N)cc1
trans-N-(1-methyldecyl)-2-(4-aminophenyl)cyclopropanecarboxamide
C=C(CC(=O)O)C(=O)O
itaconic acid

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherIt was recrystallized from acetic acid

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04343813uspto-grants-1982_08