Hydrazine hydrate (1:1) → HCID 67321169, compound

HRID 1875855Notes

Reaction equation

HRID 1875855 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21]([O:23]CC)=O)[C:9]=2[S:26][CH3:27])=[CH:4][CH:3]=1.O.[NH2:29][NH2:30]>CCO.CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21]([NH:29][NH2:30])=[O:23])[C:9]=2[S:26][CH3:27])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 24887407HCID 24887407, compound

Product 1

HCID 67321169HCID 67321169, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of ethyl 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-(methylthio)-1H-pyrazole-3-carboxylate (6) (300 mg, 0.68 mmol) in EtOH (5 mL) was added hydrazine monohydrate (1 mL). The reaction mixture was refluxed for 2 h at 90° C. Reaction mixture was diluted with EtOAc and washed with saturated NaCl. The organic layer was dried over anhydrous MgSO4, filtered, and concentrated in vacuo to obtain 200 mg (70%) of the title compound as a white solid. The obtained compound was used for the next step without further purification.

Workup

  1. customReaction mixture
  2. washwashed with saturated NaCl
  3. dry with materialThe organic layer was dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fdb9930875784660ad25c83707554523
Source dataset
uspto-grants-2012_11
Patent number
US08309584B2

Reaction notes

Loading…