Abstract:
A process for the preparation of sulfonium or sulfoxonium salts of N-phosphonomethylglycine which comprises:
(1) reacting N-phosphonomethylglycine, a compound of the formula
with a compound selected from the group consisting of those having the formula wherein R 1 , R 2 and R 3 are the same or different and are alkyl groups having from 1 to 4 carbon atoms or aromatic alkyl groups, X is chloride, bromide or iodide and Z is an electron pair or oxygen, or wherein R" R 2 and R 3 are the same of different and are alkyl groups having from 1 to 4 carbon atoms and are the same as in (a) above, R 4 is an alkyl group having from 1 to 12 carbon atoms, aromatic or aromatic alkyl groups, X is chlorine or iodine, and Y is nitrogen or phosphorus, said reaction being conducted in the presence of a trialkylamine of the formula wherein each R is the same or different and is an alkyl group ranging from 4 to 13 carbon atoms, all in the presence of water and a polar functional organic solvent which is immiscible in water, said reaction being conducted at a temperature and for a sufficient period of time to cause completion of the reaction, and
(2) isolating the end product by phase separation.
The process is simpler and less expensive than other processes.
Abstract:
Production of N-arylhalopyrrolidones by intramolecular cyclization of an α-halogen-N-2-alkenylamtde is conducted in the presence of a copper-containing catalyst and a primary or secondary aliphatic amine.