Hydrazine hydrate (1:1) → HCID 19592307, compound

HRID 613515Notes

Reaction equation

HRID 613515 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([NH:12][C:13](=[O:22])[C:14]3[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:21])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:23](OCC)=[O:24].O.[NH2:29][NH2:30]>C(O)C>[Cl:20][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:21])[C:14]=1[C:13]([NH:12][C:7]1[C:6]2[N:5]=[CH:4][C:3]3[C:23](=[O:24])[NH:29][NH:30][C:2]=3[C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:22]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19592702HCID 19592702, compound

Product 1

HCID 19592307HCID 19592307, compoundYield 95.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-chloro-8-(2,6-dichlorobenzoylamino)-3-ethoxycarbonylquinoline (297 mg) and hydrazine monohydrate (175 mg) in ethanol (3 ml) was refluxed for 1 hour. To the mixture was added ice-water, and the resulting precipitate was collected by filtration and washed with water to give 6-(2,6-dichlorobenzoylamino)-2,3-dihydro-1H-pyrazolo[4,3-c]-quinolin-3-one (250 mg).

Workup

  1. temperaturewas refluxed for 1 hour
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-f54d209c53f24bc2bfc6df4eabf9d1f6
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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