19006-90-7

Upstream product

• 19007-72-8 2-(3,4-dihydro-isoquinolin-1-yl)-N-methyl-4-nitro-aniline 
• 19007-77-3 1-(2-chloro-5-nitro-phenyl)-3,4-dihydro-isoquinoline 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 25784-91-2 2-chloro-5-nitrobenzoylchloride 
• 19007-50-2 N(β-phenethyl)-2-chloro-5-nitrobenzamide 

Relevant academic research and scientific papers

Synthesis of racemic 1,2,3,4-tetrahydroisoquinolines and their resolution

1-Aniline-substituted 3,4-dihydroisoquinolines were obtained in various ways using the Bischler-Napieralski reaction. The effect of the protecting group at the aniline nitrogen atom on the course of the reaction has been studied and it was found that the N-phthalyl group was stable under the cyclization conditions. The dihydroisoquinolines were reduced to the racemic 1,2,3,4-tetrahydroisoquinolines which were resolved by crystallization of the diastereomeric tartrates. Two examples of 1,2,3, 4-tetrahydroisoquinolines were obtained in optically pure form (>99% ee).