Hydrazine hydrate (1:1) → HCID 178434193, compound

HRID 1700640Notes

Reaction equation

HRID 1700640 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:18])=[CH:5][C:6]=1[CH:7]1[CH2:12][C:11](=O)[C:10](=[C:14](O)[CH3:15])[C:9](=[O:17])[CH2:8]1.O.[NH2:20][NH2:21]>C(O)C>[Cl:1][C:2]1[S:3][C:4]([Cl:18])=[CH:5][C:6]=1[CH:7]1[CH2:12][C:11]2[NH:21][N:20]=[C:14]([CH3:15])[C:10]=2[C:9](=[O:17])[CH2:8]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178467259HCID 178467259, compound

Product 1

HCID 178434193HCID 178434193, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-(2,5-dichlorothiophen-3-yl)-2-(1-hydroxyethylidene)cyclohexane-1,3-dione (2.48 g) and hydrazine hydrate (0.508 g) in ethanol (10 ml) was refluxed for 2 hours. Under reduced pressure, the solvent was evaporated, and to the residue was added water. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and concentrated under reduced pressure. The residue was washed with diisopropylether to give 6-(2,5-dichlorothiophen-3-yl)-3-methyl-4,5,6,7-tetrahydroindazol-4-one (2.15 g) as pale yellow crystals.

Workup

  1. customUnder reduced pressure, the solvent was evaporated
  2. additionto the residue was added water
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic layer was washed with water
  5. concentrationconcentrated under reduced pressure
  6. washThe residue was washed with diisopropylether

Sources & evidence

ORD record
ord-df408351dde541fbad1a26fda9ba44ec
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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