2,4-diamino-1,3,5-triazines, processes for their preparation...

C - Chemistry – Metallurgy – 07 – D

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C07D 251/18 (2006.01) A01N 43/68 (2006.01) C07D 403/12 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07D 413/12 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2367920

The invention relates to compounds of formula (I) or their salts; R1= (substituted) aryl, (substituted) (C3-C9)cycloalkyl, (substituted) heterocyclyl, (substituted) (C1-C6) alkyl, (substituted) (C2-C6) alkenyl or (substituted) (C2-C6) alkinyl, R2= a (substituted) carbocycle with 4 to 6 ring atoms, a (substituted) heterocycle with 3 to 6 ring atoms and 1 to 4 heteroatoms N, O and S, or formula -A-Z wherein A=straight-chained, optionally substituted (C1-C4) alkylene, (C2-C5) alkenylene or (C2-C5) alkinylene, Z=(substituted)carbocycle with 3-6 ring atoms, (substituted) heterocycle with 3-6 ring atoms and 1-4 heteroatoms N, O and S, R3=H, (substituted) (C1-C6) alkyl, (substituted) aryl or (substituted) (C3-C9) cycloalkyl, or a radical of formula -N(B1-D1)(B2-D2) or -NR1-N(B1-D1)(B2-D2) or -NR1-N(B1-D2), wherein B1, B2, D1 and D2 have the meanings given below and R'=H means (C1-C8) alkyl or [(C1-C4) alkyl]-carbonyl; R4=-B3-D3, B3 and D3 being defined as follows: B1, B2 and B3= a direct bond or -C(=Z*)-, -C(=Z*)-Z**-, -C(=Z*)-NH- or -C(=Z*)-NR*- , whereby Z*, Z**=O, S and R*=(C1-C6) alkyl, aryl-(C1-C6) alkyl, (C3-C9) cycloalkyl or (C3-C9) cycloalkyl-(C1-C6) alkyl, optionally substituted, respectively, D1, D2, D3=H, (C1-C6) alkyl, aryl, aryl-(C1-C6) alkyl, (C3-C9) cycloalkyl or (C3-C9) cycloalkyl-(C1-C6) alkyl, optionally substituted, respectively and (X)n are substituents, as defined in more detail in claim no. 1 and n=0-5. The inventive compounds are suitable for use as herbicides and plant growth regulators.

L'invention concerne des composés de la formule (I) ou leurs sels, R?1¿ représente aryle (subst.), cycloalkyle (C¿3?-C¿9?) (subst.), hétérocyclyle (Subst.), alkyle (C¿1?-C¿6?) (subst.), alcényle (C¿2?-C¿6?) (subst.) ou alkinyle (C¿2?-C¿6?) (subst.), R?2¿ représente un carbocycle (subst.) ayant 4 à 6 atomes de noyau, héterocycle (subst.) ayant 3 à 6 atomes de noyau et 1 à 4 hétéroatomes N, O et S ou la formule -A-Z, où A représente (C¿1?-C¿4?)alcylène, (C¿2?-C¿5?)alcénylène ou (C¿2?-C¿5?)alkinylène à chaîne droite éventuellement substitués; Z= carbocycle (subst.) ayant 3-6 atomes de noyau, hétérocycle (subst.) ayant 3-6 atomes de noyau et 1-4 hétéroatomes N, O et S, R?3¿ représente H, alkyle (C¿1?-C¿6?) (subst.), aryle (subst.) ou cycloalkyle (C¿3?-C¿9?) (subst.) ou un reste de la formule -N(B?1¿-D?1¿)(B?2¿-D?2¿) ou -NR?1¿-N(B?1¿-D?1¿)(B?2¿-D?2¿) ou -NR?1¿-N(B?1¿-D?2¿), où B?1¿, B?2¿, D?1¿ et D?2¿ ont la définition ci-après et R' représente H, alkyle (C¿1?-C¿8?) ou [(C¿1?-C¿4?)alkyl]-carbonyle; R?4¿ représente -B?3¿-D?3¿, sachant que B?3¿ et D?3¿ sont définis ci-après, B?1¿, B?2¿ et B?3¿ sont des liaisons directes ou -C(=Z*)-, -C(=Z*)-Z**-, -C(=Z*)-NH- ou -C(=Z*)-NR*-, sachant que Z*, Z**=O, S et R*=alkyle (C¿1?-C¿6?), aryl-(C¿1?-C¿6?)alkyle, cycloalkyle (C¿3?-C¿9?) ou (C¿3?-C¿9?)cycloalkyl-(C¿1?-C¿6?)alkyle, respectivement substitués ; D?1¿, D?2¿, D?3¿ représentent H, alkyle (C¿1?-C¿6?), aryle, aryl-(C¿1?-C¿6?)alkyle, cycloalkyle (C¿3?-C¿9?) ou (C¿3?-C¿9?)cycloalkyl-(C¿1?-C¿6?)alkyle, respectivement éventuellement substitués, et (X)¿n? sont des substituants, comme définis plus précisément dans la revendication 1 et n vaut 0 à 5. Ces composés conviennent comme herbicides et régulateurs de croissance des plantes.

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