Ethanol → HCID 54053829, compound

HRID 1608185Notes

Reaction equation

HRID 1608185 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]=O)=[CH:3][CH:2]=1.[Cl:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([NH:20][NH2:21])=[O:19])=[CH:16][CH:15]=1.C(O)C>O1CCCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]=[N:21][NH:20][C:18](=[O:19])[C:17]2[CH:16]=[CH:15][C:14]([Cl:13])=[CH:23][CH:22]=2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 108164-ChlorobenzohydrazideHCID 780724-Quinolinecarboxaldehyde

Product 1

HCID 54053829HCID 54053829, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7.86 gm (0.05 mole) of 4-quinolinecarboxaldehyde, 8.53 gm (0.05 mole) of 4-chlorobenzhydrazide, 400 ml of ethanol and 100 ml of tetrahydrofuran is refluxed 2 hr. Thin layer chromatography of the reaction mixture establishes that the reaction is complete. The reaction mixture is concentrated to one-half the original volume and then cooled to room temperature. The solid which separates is collected, washed with ethanol and dried to give 13.18 gm (85%) of title compound, having a melting point of 232.6° C.

Workup

  1. temperatureis refluxed 2 hr
  2. concentrationThe reaction mixture is concentrated to one-half the original volume
  3. customThe solid which separates is collected
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-5d035f0e81f843aab875ade41c08c5e9
Source dataset
uspto-grants-1989_09
Patent number
US04870082

Reaction notes

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