H. Suganuma
2001
Citations
0
Influential Citations
2
Citations
Journal
Journal of Synthetic Organic Chemistry Japan
Abstract
2-Acetoxy-3-dodecyl-1, 4-naphthoquinone (Acequinocyl) was acaricide which originated by Du Pont in 1975. Kawasaki Kasei Chemical Ltd. developed a new industrial production process of Acequinocyl, starting from 1, 4-naphthoquinone which is known as a widely used industrial raw material produced only by us in the world. The key technique of this new process was how to introduce a dodecyl group on 3-position of 2-hydroxy-1, 4-naphthoquinone. In the process of research, we discovered that 3- (1-dodecenyl) -2-hydroxy-1, 4-naphthoquinone could be easily obtained with over 90% of yield from ammonium salt of 3- (1-alkylaminododecyl) -2-hydroxy-1, 4-naphthoquinone under thermal decomposition condition. We also developed a convenient production process of high purity 2-hydroxy-1, 4-naphthoquinone from 1, 4-naphthoquinone. This new synthetic route was extremely useful as an industrial process compared with the conventional processes.In this paper we report the development course of high yield and low cost production processes of Acequinocyl from 1, 4-naphthoquinone.