Ammonia → 8-Quinolinecarboxamide, 5,6,7,8-tetrahydro-2-phenyl-

HRID 437066Notes

Reaction equation

HRID 437066 reaction equation
[C:1]1([C:7]2[CH:16]=[CH:15][C:14]3[CH2:13][CH2:12][CH2:11][CH:10]([C:17]([O:19]C)=O)[C:9]=3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:21]>CO>[C:1]1([C:7]2[CH:16]=[CH:15][C:14]3[CH2:13][CH2:12][CH2:11][CH:10]([C:17]([NH2:21])=[O:19])[C:9]=3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12278956HCID 12278956, compound

Product 1

HCID 122789668-Quinolinecarboxamide, 5,6,7,8-tetrahydro-2-phenyl-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

Methyl 2-phenyl-5,6,7,8-tetrahydroquinoline-8 -carboxylate (4 g.) was dissolved in methanol previously saturated with ammonia (90 ml.) and heated in a bomb at 100° C. for 4 days. Removal of the solvent in vacuo gave an oily solid which on recrystallisation from ethyl acetate gave the title compound as colourless needles (1.5 g.) mp 145° C. Found: C, 76.4; H, 6.5; N, 11.1% C16H16N2O requires: C, 76.2; H, 6.4; N, 11.1%.

Workup

  1. customRemoval of the solvent in vacuo
  2. customgave an oily solid which
  3. customon recrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-33b228e37fbe4fc787188036e4c3299a
Source dataset
uspto-grants-1977_06
Patent number
US04029668

Reaction notes

Loading…