ChemicalBook CAS DataBase List 1-Bromo-3,5-dichlorobenzene

1-Bromo-3,5-dichlorobenzene synthesis

6synthesis methods

Product Name:1-Bromo-3,5-dichlorobenzene
CAS Number:19752-55-7
Molecular formula:C6H3BrCl2
Molecular Weight:225.9

63352-99-8 Synthesis

3,5-Dichlorophenylhydrazine hydrochloride

63352-99-8
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$9.00/5g

19752-55-7
358 suppliers
$8.00/10g

Yield:19752-55-7 97%

Reaction Conditions:

with boron tribromide;dimethyl sulfoxide at 80; for 1 h;

Steps:

4. General procedure for bromination of aryl hydrazine hydrocholoride

General procedure: A 30-mL of round-bottomed flask was placed in ice. Arylhydrazine (0.5 mmol), CPME (or CH₂Cl₂) 0.2 mL was added. Then 2.4 equiv. of boron bromide (BBr₃) was added gently. DMSO 0.2 mL was added in dropwise through a syringe. The mixture was then placed in hot plate (80^oC), stirred in 1 hour under air. The yield of product was determined by ¹H NMR (1,3,5 trioxane, CDCl₃). The crude product was purified by liquid extraction with CH₂Cl₂ wash by sat. NaHCO₃, dried over Na₂SO₄, column chromatography (Hexane 100% or Hexane: EtOAc =20:1).

References:

Phuc Tran, Dat;Nomoto, Akihiro;Mita, Soichiro;Dong, Chun-ping;Kodama, Shintaro;Mizuno, Takumi;Ogawa, Akiya [Tetrahedron Letters,2020,vol. 61,# 23,art. no. 151959] Location in patent:supporting information