2-Quinolinecarboxaldehyde → HCID 53891208, compound

HRID 1608183Notes

Reaction equation

HRID 1608183 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.[N+:13]([C:16]1[CH:25]=[CH:24][CH:23]=[CH:22][C:17]=1[C:18]([NH:20][NH2:21])=[O:19])([O-:15])=[O:14]>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:21][NH:20][C:18](=[O:19])[C:17]1[CH:22]=[CH:23][CH:24]=[CH:25][C:16]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 796192-QuinolinecarboxaldehydeHCID 3781218o-Nitrobenzohydrazide

Product 1

HCID 53891208HCID 53891208, compoundYield 32.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.99 gm (0.019 mole) of 2-quinolinecarboxaldehyde, 3.44 gm (0.019 mole) of o-nitrobenzhydrazide and 150 ml of absolute ethanol is refluxed 9 hrs. The solvent is evaporated in vacuo. The solid is crystallized from methanol to give 1.97 gm (32%) of title compound, having a melting point of 195°-196° C.

Workup

  1. temperatureis refluxed 9 hrs
  2. customThe solvent is evaporated in vacuo
  3. customThe solid is crystallized from methanol

Sources & evidence

ORD record
ord-e78fc607e6a9449887cc0a61b5f3127a
Source dataset
uspto-grants-1989_09
Patent number
US04870082

Reaction notes

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