Patent ID: 6184412
Filing Date: 2001-02-06
Classification: C07C

Abstract:
A process for the preparation of N-alkoxy(or aryloxy)carbonyl isothiocyanate derivatives comprising:a) reacting a chloroformate compound of the general formula (I) ##STR9##wherein R.sup.1 represents a C.sub.1 -C.sub.8 alkyl radical, a C.sub.2 -C.sub.4 alkenyl radical, or a C.sub.6 -C.sub.10 aryl radical, and X represents a halogen atom,with a thiocyanate of the general formula (II)MSCN (II)wherein M represents an alkali or alkaline earth metal, lead, or NH.sub.4,in the presence of an aqueous solvent, and in the presence of a catalytic amount of a N,N-dialkylarylamine of the general formula (II) ##STR10##wherein R.sup.2 each represents a C.sub.1 -C.sub.8 alkyl radical or a C.sub.3 -C.sub.6 alkenyl radical, or R.sup.2 together represent a C.sub.5 saturated heterocyclic ring or a C.sub.4 saturated heterocyclic ring wherein O may be part of the ring; and R.sup.3 represents an aryl group that can be a phenyl, a naphthyl, a substituted phenyl or a substituted naphthyl,to produce a N-alkoxy(or aryloxy)carbonyl isothiocyanate intermediate product of the general formula (IV) ##STR11##wherein R.sup.1 is as defined above in formula (I); andb) reacting the intermediate product (IV) with a compound of the general formula (V)R.sup.4 --Y--H (V)wherein R.sup.4 represents a C.sub.1 -C.sub.10 alkyl radical, a C.sub.6 -C.sub.10 aryl radical or a C.sub.1 -C.sub.8 alkoxy radical, and Y represents oxygen, sulfur, or NR.sup.5, wherein R.sup.5 represents hydrogen or R.sup.4,to produce a N-alkoxy(or aryloxy)carbonyl isothiocyanate derivative of the general formula (VI) ##STR12##wherein R.sup.1 is as defined above in formula (I), and R.sup.4 and Y are as defined above in formula (V).