To obtain a new oxadiazine derivative useful for controlling insects.
A compound of formula I (A is an aromatic or heterocyclic group; R is H, a 1 to 6C alkyl or the like; X is N-NO2 or N-CN), for example, 3-methyl-4-nitroiminoperhydro-1,3,5-oxadiazine of formula II. The compound of formula I is obtained by reacting a compound of formula III or its tautomer and/or salt with formaldehyde or paraformaldehyde preferably in the presence of a base or further in the presence of an acidic catalyst. The reaction is carried out in the absence or presence of a solvent or a diluent or their mixture, if necessary, under cooling, at a room temperature or under heating, preferably at -20 to 150°C, in a sealed container under pressurization in an inactive gas atmosphere. The concentration of the active ingredient in a composition containing the compound is preferably 0.1 to 500 ppm, and applied at a rate of 20 to 600 g/ha.
GSELL LAURENZ