Acrylic Acid → 4,6,7,8-Tetrahydro-2,5(1H,3H)-quinolinedione

HRID 974235Notes

Reaction equation

HRID 974235 reaction equation
[NH2:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4](=[O:8])[CH:3]=1.[C:9](O)(=[O:12])[CH:10]=[CH2:11]>>[NH:1]1[C:2]2[CH2:7][CH2:6][CH2:5][C:4](=[O:8])[C:3]=2[CH2:11][CH2:10][C:9]1=[O:12]

Participants

3

Reactant 2

HCID 6581Acrylic AcidHCID 788923-Aminocyclohex-2-en-1-one

Product 1

HCID 2936414,6,7,8-Tetrahydro-2,5(1H,3H)-quinolinedione

Conditions

Temperature
180 °C

Procedure

5.00 g (0.675 mol) of 1-amino-cyclohexen-3-one and 65.65 g (1.35×0.675 mol) of acrylic acid are stirred for 3 hours under nitrogen in an oil bath heated to 180° C. The mixture is cooled and recrystallised from 1000 ml of methanol.

Workup

  1. temperatureThe mixture is cooled
  2. customrecrystallised from 1000 ml of methanol

Sources & evidence

ORD record
ord-332779bae5ec4d0f96413219da4a1a05
Source dataset
uspto-grants-1991_11
Patent number
US05068334

Reaction notes

Loading…