Application of Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride

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A common heterocyclic compound, the isothiazole compound, name is 3-Chlorobenzo[d]isothiazole,cas is 7716-66-7, mainly used in chemical industry, its synthesis route is as follows.,7716-66-7

(1) A dry 2-neck 500mL RBF was charged with 21percent sodium ethanolate (46.2 ml, 124 mmol), diluted with 151 mL absolute EtOH, cooled in an ice bath and treated dropwise with diethyl malonate (18 mL, 118 mmol) under an atmosphere of nitrogen. After stirring for 20 minutes, the ice bath was removed and 3-chlorobenzo[d]isothiazole (20.0 g, 118 mmol) was added in one portion and stirred for 24 hours. The reaction solution was quenched with water, extracted with ether and treated with excess 4M HCl/dioxane. The resulting pinkish-white precipitate was filtered off, suspended in water, basified with Na2CO3, extracted with ether, washed with water and brine, dried over sodium sulfate, filtered and concentrated to yellow solids (?20g) which were recrystallized from ethanol/water and dried in a vacuum oven at 60¡ãC for 3 hrs affording 19.9 g (76percent yield) of the ethyl 3-aminobenzo[b]thiophene-2-carboxylate.

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Reference£º
Patent; Universal Display Corporation; Joseph, Scott; Boudreault, Pierre-Luc T.; Dyatkin, Alexey Borisovich; Li, David Zenan; Xia, Chuanjun; Yamamoto, Hitoshi; EP2910555; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com