Maleic Anhydride → HCID 12854637, compound

HRID 1065811Notes

Reaction equation

HRID 1065811 reaction equation
[CH2:1]([NH:9][C:10]([C@@H:12]1[CH2:14][C@H:13]1[C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:22]1(=[O:28])[O:27][C:25](=[O:26])[CH:24]=[CH:23]1>C1C=CC=CC=1>[CH2:1]([NH:9][C:10]([C@@H:12]1[CH2:14][C@H:13]1[C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26])=[CH:17][CH:16]=1)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 7923Maleic AnhydrideHCID 12854635trans-N-octyl-2-(4-aminophenyl)cyclopropanecarboxamide

Product 1

HCID 12854637HCID 12854637, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a refluxing solution of 1.6 g. of trans-N-octyl-2-(4-aminophenyl)cyclopropanecarboxamide in 30 ml. of benzene was added 598 mg. of maleic anhydride all at once. Refluxing was continued for 10 minutes, and then the reaction mixture was cooled to room temperature and the solvent was removed in vacuo. The residue was recrystallized twice from ethanol to give 930 mg. of the title compound as a white solid, m.p. 178.5°-179.5° C. The IR spectrum (KBr disc) showed absorptions at 3280, 2925, 1725, 1640 and 1550 cm-1.

Workup

  1. temperatureRefluxing
  2. customthe solvent was removed in vacuo
  3. customThe residue was recrystallized twice from ethanol
  4. customto give 930 mg

Sources & evidence

ORD record
ord-342ea389f50045fcb61e1fde7795f419
Source dataset
uspto-grants-1982_05
Patent number
US04331683

Reaction notes

Loading…