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

HRID 1458797Notes

Reaction equation

HRID 1458797 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-b4be6952f953497a8515621c70bbb5cc
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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