46274-24-2

Upstream product

• 5417-17-4 2-chloro-3,4-dimethoxybenzaldehyde 
• 41122-35-4 2-chloro-3,4-dimethoxy-1-(2-nitrovinyl)benzene 
• 37687-57-3 2-chloro-3-hydroxy-4-methoxybenzaldehyde 
• 621-59-0 isovanillin 
• 104113-74-8 1-Chloro-5-chloromethyl-2,3-dimethoxy-benzene 
• 18268-78-5 (3-Chloro-4,5-dimethoxy-phenyl)-methanol 
• 18268-68-3 5-chloroveratraldehyde 
• 104113-75-9 (3-Chloro-4,5-dimethoxy-phenyl)-acetonitrile 

Downstream Products

• 104113-90-8 9-Chloro-1-(4-hydroxy-phenyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol; hydrobromide 
• 104114-00-3 9-Chloro-7,8-dimethoxy-1-(4-methoxy-phenyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine 
• 104113-98-6 2-[2-(3-Chloro-4,5-dimethoxy-phenyl)-ethylamino]-1-(4-methoxy-phenyl)-ethanol 

Relevant academic research and scientific papers

Chemoselective zinc/HCl reduction of halogenated β-nitrostyrenes: Synthesis of halogenated dopamine analogues

A detailed account regarding the synthesis of 2- and 5-halogenated dopamine is given. The key step is a chemoselective reduction of a nitrostyrene by Zn/HCl at 0 °C. These conditions represent a simple, low-cost alternative to reduction by water-sensitive hydride donors and two-step procedures. Under these conditions, aryl fluoride, chloride, and bromide groups are stable. However, iodine undergoes significant reductive dehalogenation.