HCID 70620982, compound → 4a,5,6,7,8,8a-Hexahydro-3-(4-methylphenyl)-4(3H)-quinazolinone

HRID 1763897Notes

Reaction equation

HRID 1763897 reaction equation
[C:1]1([CH3:23])[CH:6]=[CH:5][C:4]([N:7]([C:14]([C@@H:16]2[CH2:21][CH2:20][CH2:19][CH2:18][C@@H:17]2[NH2:22])=[O:15])[C:8]2C=CC=CC=2)=[CH:3][CH:2]=1>ClC1C=CC=CC=1>[C:1]1([CH3:23])[CH:6]=[CH:5][C:4]([N:7]2[C:14](=[O:15])[CH:16]3[CH:17]([CH2:18][CH2:19][CH2:20][CH2:21]3)[N:22]=[CH:8]2)=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 70620982HCID 70620982, compound

Product 1

HCID 203085334a,5,6,7,8,8a-Hexahydro-3-(4-methylphenyl)-4(3H)-quinazolinone

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

N-p-tolyl-cis-2-amino-1-cyclohexane-carboxanilide (0.01 mole, 2.32 g.) is dissolved in chlorobenzene (40 ml.) and the solution, after the addition of ethyl-o-formiate (1.63 g.) is refluxed for 6 hours. The solvent is distilled off under reduced pressure. The residue is crystallized from petroleum ether. Thus a white, crystalline product, melting at 79° C. to 82° C. is obtained.

Workup

  1. additionthe solution, after the addition of ethyl-o-formiate (1.63 g.)
  2. temperatureis refluxed for 6 hours
  3. distillationThe solvent is distilled off under reduced pressure
  4. customThe residue is crystallized from petroleum ether
  5. customThus a white, crystalline product, melting at 79° C. to 82° C. is obtained

Sources & evidence

ORD record
ord-290d4671dc3e47a88170d0e0a3a35947
Source dataset
uspto-grants-1978_09
Patent number
US04113868

Reaction notes

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