Process for preparation of a substituted triazine

Details Process for preparation of a substituted triazine Process for preparation of a substituted triazine

1978-01-23

1979-09-04

Ford, John M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

C07D25150

Patent

active

041669096

ABSTRACT:
An improved process is disclosed for the preparation of 2-chloro-4-ethylamino-6-isopropylamino-s-triazine wherein two of the three chlorine atoms on cyanuric chloride are replaced with ispropylamino and ethylamino substituents by sequential reaction of cyanuric chloride in a mixed acetone/water solvent system with isopropylamine and ethylamine, respectively, in the presence of an alkali metal hydroxide acid acceptor. In this improved process, the formation of undesired 2-chloro-4,6-bis(ethylamino)- and 2-chloro-4,6-bis(isopropylamino)-s-triazine impuritiesis minimized by carrying out the initial chloride replacement reaction with an excess of cyanuric chloride over the stoichiometric amount and subsequently treating the reaction product from this initial chlorine replacement reaction with sufficient base to convert the unreacted cyanuric chloride to a water soluble basic salt of monohydroxydichloro-s-triazine followed, optionally and preferably, by phase separation of the aqueous solvent phase to remove at least a portion of the basic salt of monohydroxydichloro-s-triazine from the reaction mixture prior to the second chlorine replacement reaction.

REFERENCES:
patent: 3639399 (1972-02-01), Daugherty et al.
patent: 4054739 (1977-10-01), Haschke et al.
patent: 4058662 (1977-11-01), Haschke et al.

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