Hydrazine hydrate (1:1) → HCID 9817893, compound

HRID 382256Notes

Reaction equation

HRID 382256 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH:9]([CH2:17][CH2:18][CH3:19])[C:10]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=O)=[CH:4][CH:3]=1.O.[NH2:22][NH2:23]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([CH2:17][CH2:18][CH3:19])=[C:10]([C:12]3[S:13][CH:14]=[CH:15][CH:16]=3)[NH:23][N:22]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12979330HCID 12979330, compound

Product 1

HCID 9817893HCID 9817893, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(4-Chlorophenyl)-2-propyl-3-(2-thienyl)-1,3-propanedione (1.4 g, 4.6 mM) was dissolved in ethanol (50 ml), and hydrazine hydrate (343 mg, 6.9 mM) was added thereto. This mixture was heated under reflux for 3 hours. After the mixture was allowed to cool, the solvent was distilled off under reduced pressure. The resulting precipitate was filtered while being washed with a solvent mixture composed of hexane and ether to obtain 1.3 g (4.3 mM) of 3-(4-chlorophenyl)-4-propyl-5-(2-thienyl)-1H-pyrazole, m.p. 129-132° C., in a 94% yield.

Workup

  1. temperatureThis mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperatureto cool
  4. distillationthe solvent was distilled off under reduced pressure
  5. filtrationThe resulting precipitate was filtered
  6. washwhile being washed with a solvent mixture

Sources & evidence

ORD record
ord-e2d677e7fb01440db03bf2ef8f45221c
Source dataset
uspto-grants-2001_10
Patent number
US06310049B1

Reaction notes

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