2-Quinolinecarboxaldehyde → HCID 54189210, compound

HRID 1608176Notes

Reaction equation

HRID 1608176 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=O.[C:13]1([CH3:23])[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([NH:21][NH2:22])=[O:20])[CH:14]=1>C(O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=[N:22][NH:21][C:19](=[O:20])[C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([CH3:23])[CH:14]=1

Participants

4

Reactant 2

HCID 796192-QuinolinecarboxaldehydeHCID 83082m-Toluohydrazide

Product 1

HCID 54189210HCID 54189210, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.3 gm (0.021 mole) of 2-quinolinecarboxaldehyde, 3.15 gm (0.021 mole) of m-toluic acid hydrazide and 150 ml of absolute ethanol is refluzed 10 hr. The hot solution is filtered then diluted with water until cloudy. The mixture is cooled to room temperature and then chilled. The solid is collected to give 2.2 gm (36%) of the title compound having a melting point of 187.5°-188° C. after recrystallizing from methylene chloride/diethyl ether.

Workup

  1. filtrationThe hot solution is filtered
  2. additionthen diluted with water until cloudy
  3. temperaturechilled
  4. customThe solid is collected

Sources & evidence

ORD record
ord-7d855082c6a547da820846c7f6518b6e
Source dataset
uspto-grants-1989_09
Patent number
US04870082

Reaction notes

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