Quinoline, 3-hydrazino-, dihydrochloride → HCID 54159976, compound

HRID 839232Notes

Reaction equation

HRID 839232 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]=O)[C:4]([C:9]2[O:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=2)=[N:3]1.Cl.Cl.[NH:19]([C:21]1[CH:22]=[N:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2)[NH2:20].C([O-])(=O)C.[Na+]>C(O)C>[N:23]1[C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:30]=[C:21]([NH:19][N:20]=[CH:7][C:5]2[C:4]([C:9]3[O:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=3)=[N:3][N:2]([CH3:1])[CH:6]=2)[CH:22]=1

Participants

5

Reactant 3

HCID 109105Quinoline, 3-hydrazino-, dihydrochlorideHCID 517045Sodium AcetateHCID 203259351-Methyl-3-(5-nitrofuran-2-yl)-1H-pyrazole-4-carbaldehyde

Product 1

HCID 54159976HCID 54159976, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Heat 2.0 g of 1-methyl-3-(5-nitro-2-furyl)pyrazole-4-carboxaldehyde together with 2.5 g of 3-hydrazinoquinoline dihydrochloride and 1.8 g of anhydrous sodium acetate in 40 ml of ethanol for 3 hours at boiling point and then allow the resulting admixture to stand overnight. Separate the formed precipitate by filtration and stir it up with a little water to obtain an 86% yield of 1-methyl-3-(5-nitro-2-furyl)pyrazole-4-carboxaldehyde-3-quinolylhydrazone [m.p. 236° to 238° C (with decomposition)].

Workup

  1. customSeparate the formed precipitate
  2. filtrationby filtration

Sources & evidence

ORD record
ord-f9575e2447f049c3b7d3a0c66daf8736
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Reaction notes

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