Bromine → HCID 66958627, compound

HRID 2283768Notes

Reaction equation

HRID 2283768 reaction equation
[CH2:1]([N:3]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]#[N:10])=[N:4]1)[CH3:2].C([O-])(=O)C.[K+].[Br:16]Br>C(O)(=O)C>[Br:16][C:6]1[C:5]([C:9]#[N:10])=[N:4][N:3]([CH2:1][CH3:2])[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 24408BromineHCID 517044Potassium AcetateHCID 19620693HCID 19620693, compound

Product 1

HCID 66958627HCID 66958627, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-Ethyl-5-methyl-1H-pyrazole-3-carbonitrile (2.98 g, 22.0 mmol) was treated with potassium acetate (4.93 g, 31.0 mmol) and bromine (3.87 g, 24.0 mmol) in glacial acetic acid (43 mL) according to the general method described in Part F of Examples 1-4. Methyl tert-butyl ether was used instead of dichloromethane in the extraction during the work-up. The organic layers were combined and concentrated under reduced pressure to yield 4-bromo-1-ethyl-5-methyl-1H-pyrazole-3-carbonitrile as a white solid.

Workup

  1. extractionMethyl tert-butyl ether was used instead of dichloromethane in the extraction during the work-up
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b7fcd3319a7a497482e481999b56376a
Source dataset
uspto-grants-2015_09
Patent number
US09145410B2

Reaction notes

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