2-aminobenzenethiol;hydrochloride

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: As in Example 1b, 16.2 g (0.1 mol) of 2-aminothiophenol hydrochloride is reacted at 180° C bath temperature with 19.5 g (0.1 mol) of benzotrichloride (B). By extracting the reaction products with benzene and chromatographing the benzene extract on an Al2O3 column, 7.0 grams of Compound II were obtained, M.P. 105°-110° C (33% of the theory). A small specimen was recrystallized from ethanol: M.P. 113°-114° C. By extracting the reaction products with benzene and chromatographing the benzene extract on an Al2O3 column

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: As in Example 1b, 16.2 g (0.1 mol) of 2-aminothiophenol hydrochloride is reacted at 180° C bath temperature with 19.5 g (0.1 mol) of benzotrichloride (B). By extracting the reaction products with benzene and chromatographing the benzene extract on an Al2O3 column, 7.0 grams of Compound II were obtained, M.P. 105°-110° C (33% of the theory). A small specimen was recrystallized from ethanol: M.P. 113°-114° C. By extracting the reaction products with benzene and chromatographing the benzene extract on an Al2O3 column

Conditions: temp:180.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 208 mg of ethyl 2-(4-cyanomethyl-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl)acetate and 116 mg of 2-aminothiophenol hydrochloride was heated at 180° C. for 15 minutes to fuse them. After the mixture had been cooled, water was added, and then extracted with ethyl acetate. After the drying of the organic layer over anhydrous magnesium sulfate, the solvent was distilled off. The resulting oily matter was purified by silica gel chromatography to give 196 mg of the title compound. The structural formula and physical data of this compound are shown in Table 15. After the mixture had been cooled extracted with ethyl acetate After the drying of the organic layer over anhydrous magnesium sulfate the solvent was distilled off The resulting oily matter was purified by silica gel chromatography