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2751860 
Technical Report 
Photochemistry of bioactive compounds. Photochemistry of selected 2- chloro- and 2-methylthio-4,6-di ( aikylamino ) -s-triazine herbicides 
Pape, BE; Zabik, MJ 
1970 
HAPAB/70/01424 
Agr 
2 
202-7 
HAPAB Atazine ( I ), propazine ( II ) and simazine ( III ) irradiated in methyl alcohol at 253.7 nm formed their 2-methoxy analogs: atratone ( IV ), prometone ( V ) and simetone ( VI ), respectively, in yeilds ranging from 85 to 95%. Irradiation of I, II and III in water at 253.7 mn formed hydorxyatrazine ( VII ), hydroxypropazine ( VIII ) and hydroxysimazine ( IX ), respectively, in good yield. The photolysis of I in eithanol or n-butanol yeilded the respetive 2-ethoxy or 2-n-butoxy analog. Ametryne ( X ), prometryne (XI ) and simetryne ( XII ) photolyzed in methyl, ehtyl or n-butyl alcohol, or in water or benzene at 253.7 nm formed 4-ethylamino-6-isopropylamino-s-triazine, 4,6=bis ( isopropylamine ) -s-triazine and 4,6-bis ( ethyl-amino ) -s triazine, respectively. Yeilds ranges form 85 to 95%. Photolysis did not occur under laboratory conditions at wavelengths greater than 300 nm. Spectroscopic studies indicate that these photocreactions occur in natural sunlight. Atratone, simeone, lprometone and their respective 2- hydroxyaanlogs did not undeggo photochemical reaction when irradiated in methanol, ethanol or in water at 253.7 nm. ( Author abstract by permission of the American Chemical Society ) GENERAL 70/09/00, 406 1970