Patent ID: 6187927
Filing Date: 2001-02-13
Classification: C07C,C07D

Abstract:
A process for preparing a compound or the formula ##STR6##in which A is chlorine of 3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazin-5-yl, which process comprisesa) reacting a compound of the formula ##STR7##in which X is a leaving group, optionally in the presence of a base, with a dehydrating agent, a halogenating agent, and a sulfurizing agent, to give the compound of the formula I, in which A is chlorine, orb1) reacting a compound of the formula II, optionally in the presence of a base, with a dehydrating agent to give a compound of the formula ##STR8##in which X is as defined for the formula II, andb2) reacting the compound thus obtainable of the formula III with a halogenating agent and a sulfurizing agent, optionally in the presence of a base or acid, to give the compound of the formula I, in which A is chlorine, orc) reacting a compound of the formula ##STR9##in which X is as defined for the formula II, with a compound of the formulaHC(R.sub.1)(R.sub.2)R.sub.3 V,in which either R.sub.1 and R.sub.2 together are oxo and R.sub.3 is hydroxy, C.sub.1 -C.sub.6 alkoxy or N(R.sub.4)R.sub.5, R.sub.4 and R.sub.5 being, independently of one another, hydrogen or C.sub.1 -C.sub.6 alkyl, or R.sub.1, R.sub.2 and R.sub.3, independently of one another, are C.sub.1 -C.sub.6 alkoxy, to give a compound of the formula II and reacting the compound thus obtainable of the formula II either in accordance with the process variant a) or in accordance with the process variant b1)/b2) to give the compound of the formula I, in which A is chlorine, ord) preparing the compound of the formula I, in which A is chlorine, either in accordance with the process variant a) or in accordance with the process variant b1)/b2) or in accordance with the process variant c) and reacting the compound thus obtainable of the formula I, in which A is chlorine, optionally in the presence of a base, with 3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine or with 3-methyl-4-nitroamino-3,3-dihydro-6H-1,3,5-oxadiazine, to give the compound of the formula I, in which A is 3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazin-5-yl.