Hydrazine hydrate (1:1) → HCID 19592850, compound

HRID 613546Notes

Reaction equation

HRID 613546 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][CH:3]=1.O.[NH2:24][NH2:25]>C(O)C.CN1CCCC1=O>[Cl:21][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]([Cl:20])[C:14]=1[C:13]([NH:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[CH:4][CH:3]=[C:2]2[NH:24][NH2:25])=[O:22]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 195925644-Chloro-8-(2,6-dichlorobenzoylamino)quinoline

Product 1

HCID 19592850HCID 19592850, compoundYield 87.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-chloro-8-(2,6-dichlorobenzoylamino)quinoline (200 mg) and hydrazine monohydrate (285 mg) in ethanol (4 ml) and N-methylpyrrolidone (1 ml) was heated at 100° C. overnight. After cooling, the resulting precipitates were collected by filtration, and the residue was recrystallized from ethanol to give 8-(2,6-dichlorobenzoylamino)-4-hydrazinoquinoline (173 mg).

Workup

  1. temperatureAfter cooling
  2. customthe resulting precipitates
  3. filtrationwere collected by filtration
  4. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-83ac8aead5504492aafd71d3ce9ff309
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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