5-Bromo-2-chlorotoluene

clear colorless to light orange-yellow liquid

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 20percent 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 NaHCOTake 4-bromo-2-methylaniline 184kg, dissolved in 600kg concentrated hydrochloric acid, cooled to -5°C in an ice bath, and add sodium nitrite dropwise.Aqueous solution (sodium nitrite 68kg + ice water 200kg), 1h drip, control temperature does not exceed 0 °C in the dropping process, after the completion of the dropping, the reaction below -5 °C 2h, after the reaction is completed, In the reaction system, 120 kg of cuprous chloride was added, and the system was slowly heated to 60 degrees for 3 hours. After the reaction was completed, 400 kg of ethyl acetate was added to the system for extraction, washed with water until neutral, dried over anhydrous sodium sulfate, and the ethyl acetate was recovered under reduced pressure. Distillation under reduced pressure gave a yellow liquid, 176 kg, with a yield of 87percent.

Molecular Weight:205.48
XLogP3:4.1
Exact Mass:203.93414
Monoisotopic Mass:203.93414
Heavy Atom Count:9
Complexity:94.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes