Boron tribromide → HCID 13961780, compound

HRID 1382147Notes

Reaction equation

HRID 1382147 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[C:5]([O:9]C)=[CH:4][C:3]=1[N:11]1[C:15](=[O:16])[N:14]([CH:17]([F:19])[F:18])[C:13]([CH3:20])=[N:12]1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:11]1[C:15](=[O:16])[N:14]([CH:17]([F:18])[F:19])[C:13]([CH3:20])=[N:12]1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 13961779HCID 13961779, compound

Product 1

HCID 13961780HCID 13961780, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 17.2 g (0.042 mole) of 1-(2,4-dibromo-5-methoxyphenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5-(1H)-one and 50.6 g (0.020 mole) of boron tribromide in 100 mL of methylene chloride was stirred at room temperature for 18 hours. The mixture was washed with 50 mL of water, and the organic phase was dried over anhydrous magnesium sulfate. This mixture was filtered, and the filtrate was evaporated under reduced pressure to yield 16.1 g of 1-(2,4-dibromo-5-hydroxyphenyl)4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5-(1H)-one as a solid.

Workup

  1. washThe mixture was washed with 50 mL of water
  2. dry with materialthe organic phase was dried over anhydrous magnesium sulfate
  3. filtrationThis mixture was filtered
  4. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f8efc9554f6c4bf89957761352d76e9b
Source dataset
uspto-grants-1989_02
Patent number
US04806145

Reaction notes

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