Bromine → HCID 66958627, compound

HRID 1360443Notes

Reaction equation

HRID 1360443 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-14cfd7e157164b978c46e7032f251b5a
Source dataset
uspto-grants-2011_02
Patent number
US07879849B2

Reaction notes

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