Methylhydrazine → HCID 19592327, compound

HRID 613468Notes

Reaction equation

HRID 613468 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1Cl)=[CH:11][CH:10]=[CH:9][C:8]=2[N+:15]([O-:17])=[O:16])(=O)[CH3:2].[CH3:18][NH:19][NH2:20]>C(Cl)CCl>[CH3:18][N:19]1[C:1]([CH3:2])=[C:4]2[CH:5]=[N:6][C:7]3[C:8]([N+:15]([O-:17])=[O:16])=[CH:9][CH:10]=[CH:11][C:12]=3[C:13]2=[N:20]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 19592815HCID 19592815, compound

Product 1

HCID 19592327HCID 19592327, compoundYield 45.2%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 3-acetyl-4-chloro-8-nitroquinoline (140 mg) and methylhydrazine (77.2 mg) in ethylene chloride was refluxed for 30 minutes. The mixture was concentrated in vacuo, and the residue was purified by column chromatography on silica gel (methanol-dichloroethane) to give 2,3-dimethyl-6-nitro-2H-pyrazolo[4,3-c]quinoline (61.2 mg).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue was purified by column chromatography on silica gel (methanol-dichloroethane)

Sources & evidence

ORD record
ord-f5c673ac04ff4372a4fdaf7bf1b824a6
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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