Investigations on herbicides II: 2‐Alkyloxy‐ and 2‐aryloxy ‐4,6‐dichloro‐1,3,5‐triazines 2‐Alkylthio‐ and 2‐arylthio‐4,6‐dichloro‐1,3,5‐triazines

An improved synthesis of 4,6‐dichloro‐2‐phenoxy‐1,3,5,‐triazine from cyanuric chloride and phenol in the presence of collidine (2,4,6‐trimethyl‐pyridine) induced us to investigate the scope and limitation of the substitution of one chlorine atom in cyanuric chloride and the influence of the base used as an acid acceptor. Phenols, thiophenols, alcohols, thiols and oximes generally reacted with cyanuric chloride in the presence of collidine giving good yields of the corresponding substitution derivatives. The herbicidal and fungicidal properties of the compounds are dealt with and are briefly discussed. The influence of the alkyl or aryl side chain on the biological activity was determined. For this reason some derivatives mentioned in the literature were included for comparison in our biological tests.