ChemicalBook CAS DataBase List 4-Bromo-2-chloroaniline

4-Bromo-2-chloroaniline synthesis

15synthesis methods

Product Name:4-Bromo-2-chloroaniline
CAS Number:38762-41-3
Molecular formula:C6H5BrClN
Molecular Weight:206.47

95-51-2

38762-41-3

The general procedure for the synthesis of 4-bromo-2-chloroaniline from o-chloroaniline was as follows: 254 mg (2 mmol) of o-chloroaniline and 143 mg (1.2 mmol) of potassium bromide were dissolved in 10 mL of a solvent mixture of acetic acid (AcOH) and water (9:1, v/v), and the solution was subsequently transferred to a 50 mL three-neck flask. The reaction temperature was controlled by magnetic stirring at 25°C for 1 h in a thermostatic water bath with continuous stirring. Within the first 15 min of the start of the reaction, 1.8 g (1.8 mmol) of ZnAl-BrO3-LDHs was slowly added.After completion of the reaction, the reaction mixture was extracted with dichloromethane (2 × 10 mL) and the organic phases were combined. Two silica gels (200-300 mesh) were added to the combined organic phases, and the dichloromethane was subsequently removed by distillation under reduced pressure. Finally, purification was carried out using column chromatography (eluent was a solvent mixture of petroleum ether and ethyl acetate in a 10:1 ratio, v/v) to give 321 mg of gray solid product in 78% yield.

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38762-41-3
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Yield:-

Steps:

Multi-step reaction with 3 steps
1: N-Bromosuccinimide / acetonitrile / 2 h / Irradiation
2: N-chloro-succinimide / acetonitrile / 2 h / 20 °C / Irradiation
3: potassium hydroxide / ethanol / 12 h / Reflux

References:

Singh, Harshvardhan;Sen, Chiranjit;Sahoo, Tapan;Ghosh, Subhash Chandra [European Journal of Organic Chemistry,2018,vol. 2018,# 34,p. 4748 - 4753]

95-51-2
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38762-41-3
301 suppliers
$22.00/25g

References

95-51-2
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59772-49-5 Synthesis