RU96113102A

RU96113102A - HERBICID-ACTIVE DERIVATIVES OF PYRROPYRIDINE

Info

Publication number: RU96113102A
Application number: RU96113102/04A
Authority: RU
Inventors: Джон Мэтьюс Кристофер
Original assignee: Зенека Лимитед
Priority date: 1993-11-17
Filing date: 1994-11-07
Publication date: 1998-09-27

Claims

1. The compound of formula (I)

in which at least one of Y, Z or J denotes N or NO, and the rest of Y, Z or J denote CR, where
R represents a hydrogen atom; halogen atom; cyano group; (C-C6) alkyl; (C-C6) haloalkyl; (C1-C6) alkoxy (C1-C6) alkyl; formyl group; (C1-C6) alkylcarbonyl group; (C1-C6) alkylcarbonyloxy group; carboxyl group and its salts, esters and amides; amino group; a substituted amino group in which the substituent (s) are selected from (C1-C6) alkyl, (C1-C6) alkoxy group, hydroxyl group, formyl group, (C1-C6) alkylcarbonyl group, (C1-C6) alkoxycarbonyl group, (C1- C6) alkoxycarbonyl (C1-C6) alkylidenecarbonyl group, hydroxycarbonyl (C12-C6) alkylidenecarbonyl group, (C1-C6) alkylsulfonyl group, (C-C6) haloalkylsulfonyl group, aminocarbonyl group, di- (C1-C6) alkylaminocarbonylcarbonyl group, di- (C1-C6) alkylaminocarbonylcarboxylic and di- (C1-C6) alkylamino groups; a sulfonamido group in which the nitrogen atom contains a hydrogen atom and / or (C1-C6) alkyl as a substituent; QR ⁵ , where Q denotes -O- or S (O) _m -, and R ^{5 is} selected from a hydrogen atom, (C1-C6) alkyl, (C1-C6) haloalkyl, cyano (C1-C6) alkyl, (C1- C6) alkoxycarbonyl (C-C6) alkyl, (C2-C4) alkenyl, (C3-C6) alkynyl, hydroxycarbonyl (C1-C6) alkyl and aminocarbonyl (C1-C6) alkyl, while the nitrogen atom may optionally contain as substituent (C 1 -C 6) alkyl, (C 1 -C 6) alkoxy group, (C 1 -C 6) alkylsulfonyl group, (C 1 -C 6) haloalkylsulfonyl group, amino group or di (C 1 -C 6) alkylamino group;
R ¹ denotes a hydrogen atom, a nitro group, a halogen atom, a cyano group, a group (C 1 -C 6) alkyl-S (O) _m - or (C 1 -C 6) alkoxy group;
R ² represents a halogen atom, (C 1 -C 6) haloalkyl; cyano group or group (C1-C6) -S (O) _m -;
R ³ denotes a hydrogen atom or a halogen atom;
X is N or CR ⁴ , where R ⁴ represents a hydrogen atom, (C 1 -C 6) haloalkyl, halogen atom, cyano group, nitro group, (C 1 -C 6) alkyl-S (O) _m - or (C 1 -C) alkoxy group;
m is 0, 1, 2;
or its agriculturally acceptable salts.

2. The compound according to claim 1, where R ¹ denotes a chlorine or fluorine atom; R ² is trifluoromethyl; R ³ denotes a hydrogen atom and X denotes N, or CH, C-Cl or CF.

3. The compound according to claim 1, wherein R represents a halogen atom; cyano group; (C1-C6) alkyl; (C1-C6) haloalkyl; (C1-C6) alkylcarbonyl group; (C1-C6) alkylcarbonyloxy group; a substituted amino group in which the substituent (s) are selected from (C1-C6) alkyl, (C1-C6) alkoxy group, hydroxyl group, formyl group, (C1-C6) alkylcarbonyl group, (C1-C6) alkoxycarbonyl group, (C1- C6) alkoxycarbonyl (C1-C6) alkylidenecarbonyl group, hydroxycarbonyl (C1-C6) alkylidenecarbonyl group, (C1-C6) alkylsulfonyl group, (C1-C6) haloalkylsulfonyl group, aminocarbonyl group, di- (C1-C6) alkylaminane, or alkylamine alkyl group, alkylamino group and di- (C1-C6) alkylamino groups; a sulfonamido group in which the nitrogen atom contains as a substituent a hydrogen atom and / or (C1-C6) alkyl, QR ⁵ , where Q denotes -O- or S (O) _m -, and R ^{5 is} selected from (C1-C6) alkyl , (C1-C6) haloalkyl, cyano (C1-C6) alkyl, (C1-C6) alkoxycarbonyl (C1-C6) alkyl, (C2-C4) alkenyl, (C3-C6) alkynyl, hydroxycarbonyl (C1-C6) alkyl and aminocarbonyl (C1-C6) alkyl, in which the nitrogen atom may optionally contain (C1-C6) alkyl, (C1-C6) alkoxy group, (C1-C6) alkylsulfonic group, (C1-C6) haloalkylsulfonyl group, amino group or di- (C1-C6) alkylamino group ; R ¹ denotes a halogen atom, a hydrogen atom, a nitro group, (C 1 -C 6) haloalkyl or a group (C 1 -C 6) alkyl-S (O) _n -, where n is 1 or 2; R ² represents a hydrogen atom, a halogen atom, (C 1 -C 6) haloalkyl or a group (C 1 -C 6) -S (O) _n -, where n is 1 or 2; R ³ denotes a hydrogen atom and R ⁴ denotes a hydrogen atom, a halogen atom or (C 1 -C 6) haloalkyl.

4. The compound according to claim 1, where R denotes a halogen atom; cyano group; a substituted amino group in which the substituent (s) are selected from (C1-C6) alkyl, (C1-C6) alkoxy group, hydroxyl group, formyl group, (C1-C6) alkylcarbonyl group, (C1-C6) alkoxycarbonyl group; (C1-C6) alkoxycarbonyl (C1-C6) alkylidenecarbonyl group, hydroxycarbonyl (C1-C6) alkylidenecarbonyl group, (C1-C6) alkylsulfonyl group, (C1-C6) haloalkylsulfonyl group, aminocarbonyl group, di- (C1-S6) 66 -6) 6); groups, amino groups and di- (C1-C6) alkylamino groups; QR ⁵ , where Q denotes -O- or -S-, and R ^{5 is} selected from (C1-C6) alkyl, cyano (C1-C6) alkyl, (C1-C6) alkoxycarbonyl (C1-C6) alkyl, (C3- C6) alkynyl, hydroxycarbonyl (C1-C6) alkyl and aminocarbonyl (C1-C6) alkyl, while the nitrogen atom may optionally contain (C1-C6) alkyl, (C1-C6) alkoxy, (C1-C6) alkylsulfonyl as substituent a group, (C1-C6) haloalkylsulfonyl group, an amino group or a di (C1-C6) alkylamino group; R ¹ denotes a chlorine atom or a fluorine atom; R ² is trifluoromethyl; R ³ denotes a hydrogen atom; and X is N, or CH, C-Cl or CF.

5. The compound according to claim 1, wherein said compound is 4-chloro-1- (2-chloro-4-trifluoromethylphenyl) -pyrrolo [3,2-c] pyridine; 4-chloro-1- (2-chloro-4-trifluoromethylphenyl) -pyrrolo [3,2-c] pyridine 5-oxide; 1- (2-chloro-4-trifluoromethylphenyl) -4-methoxypyrrolo [3,2-c] pyridine; 4-chloro-1- (3'-chloro-5'-trifluoromethylpyridin-2'-yl) pyrrolo [3,2-c] pyridine; 4-chloro-1- (3'-chloro-5'-trifluoromethylpyridin-2-'yl) -pyrrolo [3,2-c] pyridine 5 oxide; 4-chloro-1- (2 ', 6'-dichloro-4'-trifluoromethylphenyl) -pyrrolo [3,2-c] pyridine; 4-methoxy-1- (2 ', 6'-dichloro-4'-trifluoromethylphenyl) pyrrolo [3,2-c] pyridine; 1- (2'-chloro-4'-trifluoromethylphenyl) -4-cyanopyrrolo [3,2-c] pyridine; or 1- (2 ', 6'-dichloro-4'-trifluoromethylphenyl) -4-cyanopyrrolo [3,2-c] pyridine.

6. A herbicidal composition comprising a compound according to any one of claims 1 to 5 or a salt thereof suitable for use in agriculture.

7. A method of suppressing undesirable vegetation, comprising applying to the surface on which the said suppression is required, a herbicidally effective amount of the compound according to any one of claims 1 to 5 or its salt acceptable for use in agriculture.

8. The method according to claim 7, characterized in that the said compound is applied before germination.

9. The method according to claim 7, characterized in that the said compound is applied after germination.