ChemicalBook CAS DataBase List 5-BROMO-2-CHLOROTOLUENE

5-BROMO-2-CHLOROTOLUENE synthesis

7synthesis methods

Product Name:5-BROMO-2-CHLOROTOLUENE
CAS Number:54932-72-8
Molecular formula:C7H6BrCl
Molecular Weight:205.48

583-75-5
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$5.00/1g

54932-72-8
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$6.00/1g

Yield:54932-72-8 87%

Reaction Conditions:

with hydrogenchloride;copper(l) chloride;sodium nitrite in 1,4-dioxane;water at -5 - 80; for 3.5 h;

Steps:

1.2 Preparation of 5-bromo-2-chlorotoluene
11.7 g (63.2 mmol) of 4-bromo-2-methylaniline was added to 45 ml (6 mol / L) hydrochloric acid solution and stirred well to make the salt.The resulting solution was placed in an ice-salt bath, cooled to below -5 ° C, and about 20% sodium nitrite solution (4.8 g, 69.5 mmol, 20 ml) was slowly added dropwise to maintain the temperature below 0 ° C.Drop, add 12ml of 1,4-dioxane, stir well.The above diazonium salt solution was slowly added to a 3 mol / L hydrochloric acid solution (20 ml) of cuprous chloride (6.7 g, 66.4 mmol) in an ice-water bath and stirred vigorously. After completion of the dropwise addition, the mixture was stirred at room temperature for 0.5 h, To 80 ° C for 3 h.Cooled, extracted with dichloromethane (75 ml * 2) and the extract was saturated with NaHCO₃(150 ml), water (150 ml) and saturated brine (100 ml * 2), dried over anhydrous sodium sulfate overnight and concentrated under reduced pressure to give 11.2 g (yield 87%) of reddish brown liquid.

References:

China Pharmaceutical University;XUE, XIAO WEN;LIU, LIN YI;LONG, JIN JIE;SONG, YA JING;LI, JIA BIN CN104478670, 2016, B Location in patent:Paragraph 0027-0028

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95-49-8 Synthesis