4-amino-6-tert.butyl-3-mercapto-1,2,4-triazin-5-one(Hereinafter referred to as 33509-43-2)is produced by reacting pivaloyl cyanide and isobutyl-ene in the presence of acetic acid and sulfuric acid,hydrolyzing the reaction mixture in the presence of water and reacting the trimethyl pyruvic acid formed with thiocarbohydrazide. The triazinone is an impor-taut intermediate product in the synthesis of the known herbicide 33509-43-2.
33509-43-2 is an important intermediate product in the synthesis of the known herbicide 4-amino-6-tert.butyl-3-methylmer-capto-1,2,4-triazin-5-one.
From German AS No. 2733180 (and related Klenk U.S. Pat. No. 4,175,188, the entire disclosure of which is hereby incorporated by reference and relied upon)there is already known a process for the production of 33509-43-2. In a first reaction step pivaloyl cyanide is reacted with isobutvlene in the presence of acetic acid and 100% sulfuric acid and the trimethyl pyruvic acid tert.butylamide formed in this reaction is isolated. Subsequently the trimethyl pyruvic acid tert.butylamide is saponified by reacting with aqueous hydrochloric acid and the trimethyl pyruvic acid forrtied is isolated. In a final reaction step then the trimethyl pyruvic acid is subse-quently condensed in aqueous-alcoholic solution with thiocarbohydrazide to form the 33509-43-2. In the industrial carrying out of the known process,however the high accumulation of waste waters loaded with various types of inorganic and organic compounds is very disturbing. An economical working up of these waste waters is then hardly possible because of their complex composition.Besides the use of hydrochloric acid causes corrosion problems. Finally it is also not possible to at least par-tially recover the isobutylene employed. |