キノン類の研究(第6報)ナフトキノンオキシドと対称ジ置換チオ尿素化合物との反応

概要

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Reaction of 1,4-naphthoquinone 2,3-oxide with symmetric disubstituted thioureas in alcohol afforded 2-aryl (alkyl) imino-3-aryl (alkyl) napbtho [2,3-d] thiazol-2-one-4,9-diones, which were also obtained by the reaction of 2,3-dichloro-1,4-naphthoquinone with symmetric disubstituted thioureas of aromatic amine, though in rather a poor yield in the case of thiorueas of aliphatic amines. 2-Methyl-1,4-naphthoquinone 2,3-oxide reacted with symmetric disubstituted thioureas in alcohol to give bis (2-methyl-1,4-naphthoquinone) 3,3'-sulfide and symmetric disubstituted ureas. The sulfide was synthesized by the reaction of 3-bromo-2-methyl-1,4-naphthoquinone with sodium sulfide. 2,3-Dimethyl-1,4-naphthoquinone 2,3-oxide did not react with symmetric disubstituted thioureas.
1973-10-25