Bromine → 4-Bromo-1-cyclopropyl-1H-pyrazole

HRID 2176675Notes

Reaction equation

HRID 2176675 reaction equation
[CH:1]1([N:4]2[CH:8]=[CH:7][CH:6]=[N:5]2)[CH2:3][CH2:2]1.[Br:9]Br>C(Cl)(Cl)Cl>[Br:9][C:7]1[CH:6]=[N:5][N:4]([CH:1]2[CH2:3][CH2:2]2)[CH:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 521419421-Cyclopropyl-1H-pyrazole

Product 1

HCID 521420994-Bromo-1-cyclopropyl-1H-pyrazoleYield 88.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a golden solution of 1-cyclopropyl-1H-pyrazole (2.360 g, 22 mmol) in 100 mL chloroform, was added bromine (1.2 ml, 24 mmol) as a soln in 100 mL CHCl3 dropwise over 1.5 h. the mixture was heated in oil bath to 60 C for 2 h. The mixture was allowed to cool to RT, washed with sat NaHCO3, dried over Na2SO4, filtered and evaporated to afford the title compound as a tan liquid (3.64 g).

Workup

  1. temperaturewas heated in oil bath to 60 C for 2 h
  2. washwashed
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-4e2ad6ee8dce4fe6b592f063d066cf81
Source dataset
uspto-grants-2015_06
Patent number
US09066954B2

Reaction notes

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