Hydrazine hydrate (1:1) → HCID 178521861, compound

HRID 613522Notes

Reaction equation

HRID 613522 reaction equation
C(O[C:4]([CH:6]([C:28]([O:30]CC)=O)[C:7]1[C:16]2[C:11](=[C:12]([NH:17][C:18](=[O:27])[C:19]3[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:26])[CH:13]=[CH:14][CH:15]=2)[N:10]=[CH:9][CH:8]=1)=[O:5])C.O.[NH2:34][NH2:35]>C(O)C>[Cl:26][C:20]1[CH:21]=[CH:22][CH:23]=[C:24]([Cl:25])[C:19]=1[C:18]([NH:17][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:11]=1[N:10]=[CH:9][CH:8]=[C:7]2[C:6]1[C:28]([OH:30])=[N:34][NH:35][C:4]=1[OH:5])=[O:27]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19592730HCID 19592730, compound

Product 1

HCID 178521861HCID 178521861, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture or 4-[bis(ethoxycarbonyl)methyl]-8-(2,6-dichlorobenzoylamino)quinoline (200 mg) and hydrazine monohydrate (211 mg) in ethanol (2 ml) was refluxed overnight. After cooling, the resulting precipitates were collected by the filtration, and the residue was washed with ethanol to give 8-(2,6-dichlorobenzoylamino)-4-(3,5-dihydroxypyrazol-4-yl)quinoline as a solid. The obtained solid was treated with ethanol solution of hydrogen chloride, and the precipitates were collected and recrystallized from isopropyl alcohol to give 8-(2,6-dichlorobenzoylamino)-4-(3,5-dihydroxypyrazol-4-yl)quinoline hydrochloride (95 mg).

Workup

  1. temperatureAfter cooling
  2. customthe resulting precipitates
  3. filtrationwere collected by the filtration
  4. washthe residue was washed with ethanol

Sources & evidence

ORD record
ord-1b73928adf1f4713916f0d036c66e927
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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