REACTIONS OF DIAZONIUM SALTS AND OXIME II. SYNTHESIS OF ARYLALDEHYDES, KETONES AND NITRILES

Reactions of aryl diazonium salts with formaldoxime and acetaldoxime at room temperature gave p-acetylbenzaldehyde (1a) (Yield 25%), p-acetaminobenzaldehyde (1b) (Yield 50%), p-Bromoacetophenone (1c) (Yield 60%), p-nitroacetophenone (1d) (Yield 64%), o-chlorobenzonitrile (2a) (Yield 50～57%) and 2, 4-dinitrobenzonitrile (2b) (Yield 54～64%).Reaction of p-acetaminobenzaldehyde (1b) with aminothiourea gave (TB I) (4). Yield 90%, m. p. 223～224℃.