Dibromodifluoromethane → HCID 21188060, compound

HRID 1383594Notes

Reaction equation

HRID 1383594 reaction equation
[C:1]([C:4]1[C:5]([C:21]#[N:22])=[N:6][N:7]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([C:16]([F:19])([F:18])[F:17])=[CH:11][C:10]=2[Cl:20])[CH:8]=1)(=O)[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Br[C:43](Br)([F:45])[F:44]>ClCCl>[C:21]([C:5]1[C:4]([C:1]([CH3:2])=[C:43]([F:45])[F:44])=[CH:8][N:7]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([C:16]([F:19])([F:17])[F:18])=[CH:11][C:10]=2[Cl:20])[N:6]=1)#[N:22]

Participants

5

Reactant 3

HCID 6382DibromodifluoromethaneHCID 11776TriphenylphosphineHCID 21188131HCID 21188131, compound

Product 1

HCID 21188060HCID 21188060, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
90 °C

Procedure

4-Acetyl-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (0.5 g), triphenylphosphine (1.884 g), dibromodifluoromethane (0.33 ml) and dichloromethane (50 ml) were placed in a stainless steel bomb and heated and stirred at 90° C. for 12 hours. The reaction mixtiure was evaporated and 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 white solid, m.p. 66-68° C.

Workup

  1. temperatureheated
  2. customThe reaction mixtiure was evaporated
  3. customthe residue was purified by column chromatography on silica gel
  4. washeluted with dichloromethane
  5. customCombination and evaporation of suitable fractions

Sources & evidence

ORD record
ord-a2536cf92ece499c87a582fec43c609b
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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