Dibromodifluoromethane → HCID 21188109, compound

HRID 1383589Notes

Reaction equation

HRID 1383589 reaction equation
[C:1]([C:3]1[C:7]([CH:8]=O)=[CH:6][N:5]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[Cl:21])[N:4]=1)#[N:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Br[C:42](Br)([F:44])[F:43]>ClCCl>[C:1]([C:3]1[C:7]([CH:8]=[C:42]([F:44])[F:43])=[CH:6][N:5]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[Cl:21])[N:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 6382DibromodifluoromethaneHCID 11776TriphenylphosphineHCID 184179813-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)4-formylpyrazole

Product 1

HCID 21188109HCID 21188109, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
70 °C

Procedure

3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-formylpyrazole (1.3 g), triphenylphosphine (5.1 g), dibromodifluoromethane (2 g) and dichloromethane (50 ml) were placed in a stainless steel bomb and heated and stirred at 70° C. for 3 hours. The reaction mixtiure was evaporated and the residue was purified by column chromatography on silica gel eluting with dichloromethane: hexane (9:1). Combination and evaporation of suitable fractions gave the title compound as a white solid, m.p. 75-77° C.

Workup

  1. temperatureheated
  2. customThe reaction mixtiure was evaporated
  3. customthe residue was purified by column chromatography on silica gel eluting with dichloromethane: hexane (9:1)
  4. customCombination and evaporation of suitable fractions

Sources & evidence

ORD record
ord-d45eeb4fc7b3448a938f38893cad3ce4
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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