Diethyl Oxalate → 1-cyclohexyl-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

HRID 861458Notes

Reaction equation

HRID 861458 reaction equation
[CH:1]1([NH:7][C:8]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][C:9]=2[NH2:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:19](OCC)(=[O:25])[C:20](OCC)=[O:21]>>[CH:1]1([N:7]2[C:8]3[C:9](=[CH:11][C:12]([C:15]([F:16])([F:17])[F:18])=[CH:13][CH:14]=3)[NH:10][C:20](=[O:21])[C:19]2=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 7268Diethyl OxalateHCID 24165451-N-cyclohexyl-4-(trifluoromethyl)benzene-1,2-diamine

Product 1

HCID 220971991-cyclohexyl-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

Procedure

28 g (0.11 mol) of 2-cyclohexylamino-5-trifluoromethylaniline and 322 g (2.2 mol) of diethyl oxalate were refluxed for 2 hours. The reaction mixture was then concentrated, and the crude product was recrystallized from ethanol.

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. customthe crude product was recrystallized from ethanol

Sources & evidence

ORD record
ord-786e503dc11b480e8da3e4114a427d4c
Source dataset
uspto-grants-1998_02
Patent number
US05714489

Reaction notes

Loading…