Patent GB-992339-A (GB)
Title: New triazine derivatives, processes for their preparation and compositions containing same
IPC: C07D251/52
Filed: 1962-01-30
Abstract: Compositions having fungicidal defoliant and herbicidal properties consist of 9 parts by weight of ammonium sulphate or urea fertilizer and 1 part by weight of a triazine derivative of the formula <FORM:0992339/C1/1> wherein X represents halogen, C1- 4 alkyl, C1- 4 haloalkyl, C1- 4 alkoxy, C1- 4 alkenyloxy, C1- 4 alkylmercapto or C1- 4 alkenylmercapto, R1 represents a saturated or unsaturated C1- 4 aliphatic hydrocarbon radical, R2 represents hydrogen or a C1- 4 alkyl or alkenyl radical, Y represents either a group -NR3R4 (wherein R3 represents hydrogen, C1- 4 alkyl, C1- 4 alkenyl, C1- 4 alkanoyl or a group -OR1, and R4 represents hydrogen, C1- 4 alkyl or C1- 4 alkenyl), o can also represent halogen when the radical X represents halogen, and acid addition salts of such derivatives.ALSO:The invention comprises triazine derivatives of the formula <FORM:0992339/C2/1> wherein X represents halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 alkenyloxy, C1-4 alkylmercapto or C1-4 alkenylmercapto R1 represents a saturated or unsaturated C1-4 aliphatic hydrocarbon radical, R2 represents hydrogen or a C1-4 alkyl or alkenyl radical, Y represents either a group -NR3R4 (wherein R3 represents hydrogen, C1-4 alkyl, C1-4 alkenyl, C1-4 alkanoyl or a group -OR1, and R4 represents hydrogen, C1-4 alkyl or C1-4 alkenyl), or can also represent halogen when the radical X represents halogen, and acid addition salts of such derivatives.  The above compounds are prepared by reacting a cyanuric acid trihalide or a compound of the formula: <FORM:0992339/C2/2> (wherein "Hal" represents halogen and R31 represents hydrogen, C1-4 alkyl, C1-4 alkenyl or C1-4 alkanoyl) with at least one mol. of a hydroxylamine derivative of the formula <FORM:0992339/C2/3> and replacing other halogen atoms as desired by further reaction with an amine of the formula <FORM:0992339/C2/4> by C1-4 alkyl or haloalkyl radicals using a Grignard reaction, or by C1-4 alkoxy, alkenyloxy, alkylmercapto or alkenylmercapto radicals by reaction with a compound of the formula H-Z-R (where Z represents oxygen or sulphur and R represents a C1-4 alkyl or alkenyl radical).ALSO:Fungicidal, defoliant and herbicidal compositions contain as the active ingredient triazine derivatives of the formula <FORM:0992339/A5-A6/1> wherein X represents halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 alkenyloxy, C1-4 alkylmercapto or C1-4 alkenylmercapto, R1 represents a saturated or unsaturated C1-4 aliphatic hydrocarbon radical, R2 represents hydrogen or a C1-4 alkyl or alkenyl radical, Y represents either a group -NR3R4 (wherein R3 represents hydrogen, C1-4 alkyl, C1-4 alkenyl, C1-4 alkanoyl or a group -OR1, and R4 represents hydrogen, C1-4 alkyl, or C1-4 alkenyl), or can also represent halogen when the radical X represents halogen, and acid addition salts of such derivatives, e.g. with trichloracetic acid.  Other substances present include solid and liquid carriers, phytotoxic high-boiling mineral oil fractions, emulsifying and dispersing agents, fertilizers and other herbicides such as 3-amino-1,2,4-triazole and salts of a ,a -dichloropropionic acid.