Carbon tetrabromide → HCID 21188058, compound

HRID 1383593Notes

Reaction equation

HRID 1383593 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([Br:24])(Br)(Br)[Br:21].[C:25]([C:28]1[C:29]([C:45]#[N:46])=[N:30][N:31]([C:33]2[C:38]([Cl:39])=[CH:37][C:36]([C:40]([F:43])([F:42])[F:41])=[CH:35][C:34]=2[Cl:44])[CH:32]=1)(=O)[CH3:26]>ClCCl>[C:45]([C:29]1[C:28]([C:25]([CH3:26])=[C:20]([Br:24])[Br:21])=[CH:32][N:31]([C:33]2[C:38]([Cl:39])=[CH:37][C:36]([C:40]([F:43])([F:41])[F:42])=[CH:35][C:34]=2[Cl:44])[N:30]=1)#[N:46]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 21188131HCID 21188131, compound

Product 1

HCID 21188058HCID 21188058, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of triphenylphosphine (0.94 g) and carbon tetrabromide (0.6 g) in anhydrous dichloromethane (30 ml) at 0° C. was stirred for 5 minutes. 4-Acetyl-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (0.25 g) was then added and the mixture was heated under reflux for 6 hours and then evaporated. The residue was purified by column chromatography on silica gel eluted with dichloromethane. Combination and evaporation of suitable fractions gave the title compound as a pale pink solid, m.p. 119-122° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. customevaporated
  4. customThe residue was purified by column chromatography on silica gel
  5. washeluted with dichloromethane
  6. customCombination and evaporation of suitable fractions

Sources & evidence

ORD record
ord-faa10508a612442abf9e91fd8a375c00
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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