Study On The Synthesis Technology Of N- (2-hydroxy-naphthaldehyde)-2-methylbenzenamine

N-(2-hydroxy-naphthaldehyde)-2-methylbenzenamine is an important organic chemi-cals. Its metalions complexes are widely used in biological and pharmaceutical, chemical analysis, functional materials, catalysis and so on. In this paper, β-naphthol was used as the raw material and 2-hydroxyl-1-naphthalene was synthesized on the base of phase transfer promoted Reimer-Tiemann reaction. I researched the process conditions about 2-hydroxy-naphthaldehyde and O-toluidine as raw materials in the synthesis of N-(2-hydroxy-naphthaldehyde)-2-methylbenzenamine, and I found the best optimum process conditions of the synthesis of 2-hydroxynaphthaehyde and N-(2-hydroxy-naphthaldehyde)-2-methylbenzenamine.Optimum process conditions for preparing 2-hydroxy-naphthaldehyde from β-naphth-ol and chloroform:2-naphthol 4g (0.0278mol), molar ratio of β-naphthol and chloro-form 1:3.0, methanol 30mL, reaction temperature76℃, reaction time 60min, catalyst dosage 0.25g,40% sodium hydroxide solution 12mL, chloroform’s drop speed 0.13 mL·min-1.Under this condition, the yield can reach 58.7%, and its purity can up to 98%.Optimum process conditions for preparing N-(2-hydroxy-naphthaldehyde)-2-methy-lenzenamine from 2-hydroxy-naphthaldehyde and O-toluidine:2-hydroxyn-aphthald-ehyde 0.5g (2.904 X 10"3mol), concentration 0.145mol·L-1, O-toluidine 0.311g (2.904× 10"3mol), concentration 0.294mol·L-1, reaction temperature 70℃, reaction time 120 min, O-toIuidine’s drop speed 0.5mL·min-1. Under this condition, the yield can reach 92.9%, and its purity can up to 95%.