Hydrogen Bromide → HCID 19779915, compound

HRID 2081519Notes

Reaction equation

HRID 2081519 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[N:7]([CH3:8])[N:6]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([O:17]CC)[CH:11]=2)[C:4]=1[Cl:20].Br>>[F:22][C:2]([F:1])([F:21])[C:3]1[N:7]([CH3:8])[N:6]=[C:5]([O:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([OH:17])[CH:11]=2)[C:4]=1[Cl:20]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 19779914HCID 19779914, compound

Product 1

HCID 19779915HCID 19779915, compoundYield 45.9%

Procedure

2 g (0.006 mol) of 5-trifluoromethyl-4-chloro-3-(3'-ethoxy-4-chlorophenoxy)-1-methylpyrazole was combined with 2 ml of HBr and 0.16 g of methyl tricapryl ammonium chloride and refluxed with stirring for 20 hours after removing aqueous forerun. The mixture was poured into water and extracted with ether. The ether layer was washed with water and brine, stirred with MgSO4, filtered and evaporated to a solid which was purified by chromatography to give 0.9 g of a white solid m.p. 106°-108° C.

Workup

  1. temperaturerefluxed
  2. customafter removing aqueous forerun
  3. additionThe mixture was poured into water
  4. extractionextracted with ether
  5. washThe ether layer was washed with water and brine
  6. stirringstirred with MgSO4
  7. filtrationfiltered
  8. customevaporated to a solid which
  9. customwas purified by chromatography

Sources & evidence

ORD record
ord-a1a09abc48a242b8b96e99b6b2284a64
Source dataset
uspto-grants-1993_02
Patent number
US05185025

Reaction notes

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