1979 年 99 巻 1 号 p. 23-29
Nitration of 1-cyanoisoquinoline 2-oxide (1) with potassium nitrate and sulfuric acid gave 5-and 6-nitro derivatives (2 and 3). The reaction was affected by the concentration of sulfuric acid, and 3 was obtained in small yields as the sole product from the reactions in the 85% acid at 70°. Nitration with fuming nitric acid (d=1.50) led to the formation of 3 in fairly good yields together with small amounts of 8-nitro derivative (7). Further, nitration of isoquinoline 2-oxide (9) with fuming nitric acid was found to give 5-, 6- and 8-nitro derivatives (10, 11 and 12). The orienting effect of the N-oxide function is apparently operative in the formation of 11 and 12.