Hiroshi Takahashi, H. Otomasu
Jan 25, 1970
Citations
0
Influential Citations
5
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
2, 3-Disubstituted 6-nitroquinoxalines were reacted with potassium cyanide in alcoholic solutions to form 2, 3-disubstituted 6-alkoxyquinoxaline-5-carbonitriles (I, III and IV) and 2, 3-disubstituted-5-aminoisoxazolo [4, 3-f] quinoxalines (II and V) at the yield of about 50 and 30%, respectively. The reaction of 2, 4-dinitroaniline with potassium cyanide in methanolic solution gave o-methoxybenzonitrile compounds (VII and VIII). The same reaction was carried out in the presence of potassium ferricyanide and only dinitro-benzonitrile (VI) was obtained. Each VI and VII were reduced catalytically to o-phenyl-enediamine compounds and then condensed with benzil to yield the corresponding quinoxaline compounds. These were identical with the direct alkoxycyanation products of 2, 3-disubstituted 6-nitroquinoxaline.