[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH2:5].[CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][C:8]=1[C:17](Cl)=[O:18]>N1C=CC=CC=1>[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH:5][C:17]([C:8]1[CH:9]=[CH:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=1)=[O:18]To a stirred room temperature solution of 4-methyl-thiosemicarbazide (5.91 g, 5.62×10-2 mole) and pyridine (150 ml) was added 2-naphthoyl chloride (10.7 g, 5.61×10-2 mole). After stirring overnight, the pyridine was evaporated at reduced pressure. The concentrate was treated with water and the undissolved product was collected by filtration and dried by suction. Crystallization from acetone/ethanol afforded off-white needles, Mp 211° C. (decomp).
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