2-Ethylaniline → HCID 19759623, compound

HRID 1586730Notes

Reaction equation

HRID 1586730 reaction equation
[CH2:1]([NH:4][C:5]([C:7]1[CH:8]=[N:9][C:10]2[C:15]([C:16]=1[Cl:17])=[CH:14][CH:13]=[CH:12][C:11]=2[O:18][CH3:19])=[O:6])[CH:2]=[CH2:3].[CH2:20]([C:22]1[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=1[NH2:24])[CH3:21]>O1CCOCC1>[ClH:17].[CH2:1]([NH:4][C:5]([C:7]1[CH:8]=[N:9][C:10]2[C:15]([C:16]=1[NH:24][C:23]1[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=1[CH2:20][CH3:21])=[CH:14][CH:13]=[CH:12][C:11]=2[O:18][CH3:19])=[O:6])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 113572-EthylanilineHCID 103787593-Quinolinecarboxamide, 4-chloro-8-methoxy-N-2-propenyl-

Product 1

HCID 19759623HCID 19759623, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.3 G of N-(2-propenyl)-4-chloro-8-methoxyquinoline-3-carboxamide and 0.26 g of o-ethylaniline were dissolved in 20 ml of dioxane, and the reaction mixture was refluxed for five hours. After dioxane was distilled off, the residue was recrystallized from ethanol and n-hexane to give 0.2 g of N-(2-propenyl)-4-[(2-ethylphenyl)amino]-8-methoxyquinoline-3-carboxamide hydrochloride in the form of yellow powder. mp. 222° to 223° C. (decomposed)

Workup

  1. temperaturethe reaction mixture was refluxed for five hours
  2. distillationAfter dioxane was distilled off
  3. customthe residue was recrystallized from ethanol and n-hexane

Sources & evidence

ORD record
ord-91f331afa68948a383711020c5c46222
Source dataset
uspto-grants-1993_06
Patent number
US05215999

Reaction notes

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