Hydrazine hydrate (1:1) → HCID 178478457, compound

HRID 1504792Notes

Reaction equation

HRID 1504792 reaction equation
Br[CH2:2][CH:3](Br)[C:4](=O)[CH2:5][CH2:6][CH2:7][Cl:8].O.[NH2:12][NH2:13]>C(O)(C)C>[Cl:8][CH2:7][CH2:6][CH2:5][C:4]1[CH:3]=[CH:2][NH:13][N:12]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 867316801,2-Dibromo-6-chlorohexan-3-one

Product 1

HCID 178478457HCID 178478457, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of 1,2-dibromo-6-chlorohexan-3-one in isopropanol (80% solution in water, 30 mL) at ambient temperature was added hydrazine hydrate (8.4 g, 170 mmol). After 16 hours, the reaction mixture was quenched with water (15 mL) and extracted with ethyl acetate (3×30 mL). The organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford 3-(3-chloropropyl)-1H-pyrazole, which was used without further purification.

Workup

  1. customthe reaction mixture was quenched with water (15 mL)
  2. extractionextracted with ethyl acetate (3×30 mL)
  3. dry with materialThe organic layers were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5cf98a6040984001ad4bc4c152632e16
Source dataset
uspto-grants-2015_12
Patent number
US09216173B2

Reaction notes

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