http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-052341-A1
Outgoing Links
Predicate | Object |
---|---|
assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_0efa077d881a96aeb1e29b21ef1bbb58 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D487-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-55 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D237-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A01N43-90 |
filingDate | 2005-12-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 2007-03-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | AR-052341-A1 |
titleOfInvention | COMPOUNDS OF 7-AMINO-6-HETARIL-1, 2, 4-TRIAZOLO [1, 5 - A] PYRIMIDINE, INTERMEDIARIES FOR THEIR PREPARATION, AND THEIR EMPLOYMENT IN FUNGITIZED AGENTS TO FIGHT FITOPATOGEN FUNDS |
abstract | Compounds of 7-amino-6-heteryl-1,2,4-triazolo [1,5-a] pyrimidine and its tolerance salts in agriculture, as well as its use to combat harmful fungi, as well as phytopathogenic agents containing less compounds of this type as active component. Claim 1: 7-amino-6-heteryl-1,2,4-triazolo [1,5-a] pyrimidine compounds characterized in that they have the general formula (1), wherein the substituents R1, R2, Het X and Y have The following meanings: Het is a 6-membered heteroaromatic radical, which is selected from pyridinyl, pyridazinyl, pyrazinyl, 1,2,4-triazilino and 1,3,5-triazinyl, where the 6-membered heteroaromatic radical can have 1 , 2, 3 or 4 same or different L substituents; R1, R2 are, independently of each other, hydrogen, C1-8 alkyl, C1-8 halogenoalkyl, C1-8 alkoxy, C3-8 cycloalkyl, C3-8 cycloalkoxy, C5-10 cycloalkyl, C3-8 halocycloalkyl, C2 alkenyl -8, C2-8 alkenyloxy, C4-10 alkydienyl, C2-8 halogenoalkenyl, C3-8 cycloalkenyl, C3-8 halogenocycloalkenyl, C2-8 alkynyl, C2-8 alkynyloxy, C2-8 alkylaminoalkyl, NH2, C1-8 alkylamino di-C 1-8 alkylamino, phenyl, naphthyl, or a saturated, partially unsaturated or aromatic heterocycle of five or six members, containing one, two, three or four heteroatoms of the group O, N or S; R1 and R2 may also form together with the nitrogen atom to which a five or six membered heterocyclyl or heteroaryl is attached, which is linked through N and which may contain one, two or three more heteroatoms of the group O, N and S as a ring member and / or may carry one or more substituents of the halogen group, C1-6 alkyl, C1-6 halogenalkyl, C2-6 alkenyl, C2-6 halogenoalkenyl, C1-6 alkoxy, C1-6 alkoxycarbonyl, C1 halogenalkoxy -6, C3-6 alkenyloxy, C3-8 halogenalkenyloxy and / or wherein two substituents attached to adjacent ring atoms may be C1-8 alkylene, C2-4 oxyalkylene or C1-3 oxyalkylene; R1 and / or R2 may carry one, two, three or four same or different groups Ra: Ra is cyano, nitro, hydroxy, carboxyl, C1-6 alkyl, halogenalkyl C1-6, alkylcarbonyl C1-6, cycloalkyl C3-6, C1-6 alkoxy, C1-6 halogenoalkoxy, C1-6 alkoxycarbonyl, C1-6 alkylthio, C1-6 alkylamino, C1-6 alkylamino, C1-6 alkylcarbonyl, di- C1-6 alkylcarbonyl, C2 alkenyl -8, C4-10 alkydienyl, C2-8 halogenalkenyl, C3-8 cycloalkenyl, C2-6 alkenyloxy, C3-6 halogenalkenyloxy, C2-6 alkynyl, C2-6 halogenalkynyl, C3-6 alkyloxy, C3-6 haloalkyloxy, C3-6 alkyloxy -6, C3-6 cycloalkenyloxy, C1-3 oxyalkyleneoxy, phenyl, naphthyl, saturated, partially unsaturated or aromatic heterocycle of five, six, seven, eight, nine or ten members, containing one, two, three or four heteroatoms of the group O, N or S; wherein the aliphatic, alicyclic or aromatic groups in Ra in turn can be partially or completely halogenated or can carry one, two or three Rb groups; Rb is cyano, nitro, hydroxy, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, alkyl, haloalkyl, alkenyl, alkdienyl, alkenyloxy, alkynyloxy, alkoxy, halogenalkoxy, alkylthio, alkylamino, dialkylamino, formyl, alkylcarbonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl, alkylsulfonyl alkylsulfonyl alkylcarbonyloxy, alkylaminocarbonyl, dialkylaminocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, wherein the alkyl groups in these radicals contain C1-6 and the alkenyl, alkdienyl or alkynyl groups mentioned in these radicals contain C2-8; and / or one, two or three of the following radicals: cyclolalkyl, m bicycloalkyl, cycloalkoxy, heterocyclyl, heterocyclyloxy, wherein the cyclic systems contain 3 to 10 ring members; aryl, aryloxy, arylthio, arylC 1-6 alkoxy, arylC 1-6 alkyl, heteroaryl, heteroyloxy, hetarylthio, wherein the aryl radicals preferably contain 6, 7, 8, 9 or 10 ring members, the heteroaryl radicals 5 or 6 ring members, wherein the cyclic systems may be partially or completely halogenated or substituted with alkyl or haloalkyl groups; wherein R2 may also be a C3-13 organic radical and one or more silicon atoms, as well as possibly 1 to 3 heteroatoms the same or different from the oxygen, nitrogen and sulfur group, and which is not substituted or bearing 1, 2, 3 or 4 identical or different substituents, selected from halogen atoms and the substituents Ra or R1 and R2 together with the nitrogen atom to which they are attached are a heterocyclic ring having one or more silicon atoms and which is not substituted or which carries 1, 2, 3, or 4 identical or different substituents selected from halogen atoms and the Ra substituents; X is halogen, OH, halogen, cyano, NR 3 R 4, C 1-8 alkyl, C 1-8 alkoxy, C 1-8 alkylthio, C 1-8 alkyl sulfinyl, C 1-8 alkyl sulfonyl, C 2-8 alkenyl or C 2-8 alkynyl, in where the last 7 mentioned radicals can be partially or completely halogenated and / or can carry one, two or three substituents, selected from nitro, cyano, C1-2 alkoxy, C1-4 alkoxycarbonyl, amino, C1-4 alkylamino and di-alkylamino C1-4 and where R3 and R4 present, independently of each other, the meanings indicated for R1 or R2; Y is hydrogen, halogen, cyano, C 1-4 alkyl, C 1-4 halogenalkyl, C 1-4 alkoxy, C 1-4 alkylthio, C 1-4 alkyl-sulfinyl, C 1-4 alkyl sulfonyl, formyl, C 1-4 alkylcarbonyl, C 1- alkoxycarbonyl 4, CONR3R4 or C1-2 halogenoalkoxy; wherein L is selected from halogen, cyano, hydroxy, cyanate (OCN), nitro, C1-8 alkyl, C2-10 alkenyl, C2-10 alkynyl, C1-6 halogenalkyl, C2-10 halogenalkenyl, C1-6 alkoxy, alkenyloxy C2-10, C2-10 alkynyloxy, C1-6 halogenalkoxy, C3-6 cycloalkyl, C3-6 cycloalkenyl, C3-6 cycloalkoxy, C1-8 alkoxyinoalkyl, C2-10 alkenyloximinoalkyl, C2-10 alkynylcarbonyl, C2-10 alkynylcarbonyl C3-6, phenyl, a saturated, partially unsaturated or aromatic heterocycle of five, six, seven, eight, nine or ten members, containing one, two, three or four heteroatoms of the group O, N or S, wherein phenyl and the heterocycle are not substituted or may have 1, 2, 3 or 4 substituents selected from halogen and Ra, amino, NR5R6, NR5- (C = O) -R6, S (= O) nA1, C (= O) A2, C (= S) A2, a group -C (= N-OR7) (NR8R9) or a group -C (= N-NR10R11) (NR12R13); wherein R5, R6 are independently selected from hydrogen, C1-6 alkyl, C2-10 alkenyl, C2-10 alkynyl, C3-6 cycloalkyl or C3-6 cycloalkenyl, wherein the last 5 radicals mentioned may be partially or completely halogenated or may carry one, two, three or four radicals selected from cyano, C1-4 alkoxy, C2-4 alkenyloxy, C2-4 alkynyloxy or C1-4 alkoxy; A1 is hydrogen, hydroxy, C1-8 alkyl, amino, C1-8 alkylamino or di- (C1-8 alkyl) amino; n is 0, 1 or 2; A2 is C2-8 alkenyl, C1-8 alkoxy, C1-6 halogenalkoxy, C2-10 alkenyloxy, C2-10 alkynyloxy or one of the groups mentioned in A1; R7, R8, R9, R10, R11, R12 and R13 are independently selected from hydrogen, C1-6 alkyl, C3-6 cycloalkyl, C2-6 alkenyl or C2-6 alkynyl, where the latter four radicals mentioned may have one, two, three four, five or six Ra radicals; or R8, and R9, R10 and R11 and / or R12 and R13 together with the nitrogen atom to which they are attached, are a saturated or partially unsaturated ring of four, five or six members, which can carry one, two, three or four substituents selected, independently of each other, from Ra; and the salts of tolerance compounds I in agriculture. Claim 24: 6-Hetaryl-1,2,4- [triazolo [1,5-a] pyrimidine compounds, characterized in that they have the general formulas (2) and (3), wherein the substituents Het and Y have the meanings mentioned above and Hal is halogen. Claim 29: Dialkyl-2- (hetaryl) -malonic acid ester, characterized in that it has the general formula (4), wherein R is C1-4 alkyl and Het is a 6-membered heteroaromatic radical that is selected from pyridinyl, pyridazinyl , pyrazinyl, 1,2,4-triazinyl and 1,3,5-triazinyl, wherein the 6-membered heteroaromatic radical has 1, 2 or 3 identical or different L substituents that are independently selected from each other from hydroxy , cyannto (OCN), C1-8 alkyl, C2-10 alkenyl, C2-10 alkynyl, C1-6 halogenalkyl, C2-10 halogenalkenyl, C1-6 alkoxy, C2-10 alkenyloxy, C2-10 alkynyloxy, C1-6 halogenalkoxy , C3-6 cycloalkyl, C3-6 cycloalkenyl, C3-6 cycloalkoxy, C1-8 alkoxyinoalkyl, C2-10 alkenyloximinoalkyl, C2-10 alkynylximonoalkyl alkyl, C2-10 alkynylcarbonyl, C3-6 cycloalkylcarbonyl, C (= O) A2, C ( = A) S2, a group -C (= N-OR7) (NR8R9) or a group -C (= N-NR10R11) (R12R13), where A2, R7, R8, R9, R10, R11, R12 and R13 present the meanings mentioned above, wherein Het may also additionally have 1, 2 or 3 more selected substituents of halogen and cyano, except dialkyl-2- (hetaryl) -malonic acid ester of the general formula (4), wherein Het is 5- trifluoromethylpyridin-2-yl, 6-trifluoromethylpyridin-2-yl, 3-chloro-5-trifluoromethylpyridin-2-yl, 3-chloro-6-trifluoromethylpyridin-2- yl, 3-cyano-5-trifluoromethyl-pyridine 3-cyano-6-trifluoromethylpyridin-2-yl, 4,6-dimethoxy-1,3,5-triazin-2-yl, 3-trifluoromethyl-4- (1,2,2,2, - tetrafluoro-1- (trifluoromethyl) ethyl) pyridin-2-yl or 3,4,5-trifluoro-6- (1,2,2,2, -tetrafluoro-1- (trifluoromethyl) ethyl) pyridin-2-yl. Claim 30: Alkyl-2- (heteroaryl-acylacetic acid) ester, characterized in that it has the general formula (5), wherein R is C1-4 alkyl, X 'is C1-8 alkyl, C2-8 alkenyl or C2 alkynyl -8 or a corresponding halogenated radical, and Het is a 6-membered heteroaromatic radical, which is selected from pyridinyl, pyridazinyl, pyrazinyl, 1,2,4-triazinyl and 1,3,5-triazinyl, wherein the heteroaromatic radical of 6 members have 1, 2 or 3 substituents that are selected, independently |
priorityDate | 2004-12-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 35.