Bromine → HCID 23320880, compound

HRID 280606Notes

Reaction equation

HRID 280606 reaction equation
[Br:1]Br.[Br:3][C:4]1[CH:13]=[CH:12][C:7]2[S:8][CH:9]=[C:10]([CH3:11])[C:6]=2[CH:5]=1>C(Cl)(Cl)Cl>[Br:1][C:9]1[S:8][C:7]2[CH:12]=[CH:13][C:4]([Br:3])=[CH:5][C:6]=2[C:10]=1[CH3:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 141757645-Bromo-3-methyl-1-benzothiophene

Product 1

HCID 23320880HCID 23320880, compoundYield 89.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of bromine (3.20 g) in chloroform (10 ml) was added dropwise to a stirred solution of 5-bromo-3-methylbenzo[b]thiophene (4.54 g) in chloroform (40 ml) and the solution was stirred at room temperature for 1.5 hours. It was then washed with dilute sodium hydroxide solution, water and dried (Na2SO4). Evaporation of the solvent gave a solid which was crystallised from petrol (b.p. 80°-100°) to give 2,5-dibromo-3-methylbenzo[b]thiophene (5.45 g), m.p. 118°-122°.

Workup

  1. washIt was then washed with dilute sodium hydroxide solution, water
  2. dry with materialdried (Na2SO4)
  3. customEvaporation of the solvent
  4. customgave a solid which
  5. customwas crystallised from petrol (b.p. 80°-100°)

Sources & evidence

ORD record
ord-0586394a1b8b4efc951671dd8a0a49eb
Source dataset
uspto-grants-1986_05
Patent number
US04590200

Reaction notes

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