Fungicidal trifluoromethylalkylamino-triazolopyrimidines 机翻标题: 暂无翻译,请尝试点击翻译按钮。

公开号/公开日
WO9846608 A1 1998-10-22 [WO9846608] / 1998-10-22
申请号/申请日
1998WO-US05615 / 1998-03-23
发明人
PEES KLAUS-JUERGEN;KRUMMEL GUENTER;COTTER HENRY VAN TUYL;REHNIG ANNEROSE;MAY LESLIE;PFRENGLE WALDEMAR;ALBERT GUIDO;
申请人
AMERICAN CYANAMID;
主分类号
IPC分类号
A01N-043/90C07D-487/04C07F-007/08C07F-007/12
摘要
(WO9846608) The novel compounds of formula (I), wherein R<1>, R<2>, Hal and L<1> through L<5> are defined in the specification, show selective fungicidal activity.  The new compounds are processed with carriers and adjuvants to fungicidal compositions.
机翻摘要
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地址
代理人
代理机构
;
优先权号
1997US-08843323 1997-04-14
主权利要求
(WO9846608) 33350 What is claimed is: 1. A compound of the general formula in which R1and R2each independently represent a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, alkadienyl or phenyl group, Hal represents a halogen atom L1through L5each independently represent an hydrogen or halogen atom or an alkyl, alkoxy or nitro group. 2. A compound according to Claim 1 in which at least one of L1and L5represents a halogen atom. 3. A compound according to Claim 1 or 2 in which R1represents hydrogen atom or a methyl group. 4. A compound according to any of the preceding Claims in which R2represents a hydrogen or a C,.10alkyl group. 5. A compound according to any of the preceding Claims in which at least one of R1and R2represents a hydrogen atom. 6. The following compounds of formula I: 5-chloro-6-(2-chloro-6-fluorophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-7-(2,2,2-trifluoroethylamino)-6-(2,4,6-trifluorophenyl)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-[2-(1 ,1 ,1-trifluoro)propylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[2-(1 ,1 ,1-trifluoro)propylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[2-(1 ,1 ,1-trifluoro)propylamino]- [1 ,2,4]thazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-methylphenyl)-7-[2-(1 ,1 ,1-trifluoro)propylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[2-(1 ,1 ,1 -trifluoro)propylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-[2-(1 ,1 ,1 -trifluoro)propylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-allylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-allylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-allylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-allylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-allylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-methylphenyl)-7-[N-(2,2,2-trifluoroethyl)-N-allylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-ethylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-ethylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-ethylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-ethylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-ethylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-methylphenyl)-7-[N-(2,2,2-trifluoroethyl)-N-ethylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-[N-(2,2,2-trifiuoroethyl)-N-(2- methylpropyl)amino]-[1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-(2-methylpropyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-(2-methylpropyl)-amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-(2- methylpropyl)amino]-[1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-methylphenyl)-7-[N-(2,2,2-trifluoroethyl)-N-(2-methylpropyl)-amino]- [1 ,2,4]thazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-methylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-methylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-methylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-methylphenyl)-7-[N-(2,2,2-trifluoroethyl)-N-methylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-isopropylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-isopropylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-isopropylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-isopropylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N-(2,2,2-trifluoroethyl)-N-(1-phenylethyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[N,N-di-(2,2,2-trifluoroethyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-methylphenyl)-7-[N,N-di-(2,2,2-trifluoroethyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-[N,N-di-(2,2,2-trifluoroethyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-[N,N-di-(2,2,2-trifluoroethyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N,N-di-(2,2,2-trifiuoroethyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[N,N-di-(2,2,2-trifluoroethyl)amino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[N,-(2,2,2-trifluoroethyl)-N-(1,2- dimethylpropyl)amino]-[1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[N,-(2,2,2-trifluoroethyl)-N- (trimethylsilylmethyl)amino]-[1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-bromo-5-chlorophenyl)-7-[2-(1 ,1 ,1-trifluoro)propylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(4-chlorophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(4-bromophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(4-methoxyphenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(4-nitrophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-(1-phenyl-2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-[2-(1 ,1 ,1 -trifluoro)butylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chloro-6-fluorophenyl)-7-(1-phenyl-2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-fluorophenyl)-7-[2-(1 ,1 ,1 -trifluoro)butylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-(1-phenyl-2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-(1-phenyl-2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chioro-6-(2,4,6-trifluorophenyl)-7-[2-(1 ,1 ,1-trifluoro)butylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluorophenyl)-7-[2-(1 ,1 ,1 -trifluoro)butylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-[2-(1 ,1 ,1-trifluoro)butylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2-chlorophenyl)-7-(1-phenyl-2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4-difluorophenyl)-7-(2,2,2-trifluoroethylamino)- [1 ,2,4]triazolo[1 ,5-a]pyrimidine 5-chloro-6-(2,4,6-trifluorophenyl)-7-[2-(1 ,1 ,1-trifluoro)-3-methylbutylamino]- [1 ,2,4]triazoio[1 ,5-a]pyrimidine 5-chloro-6-(2,6-difluoro-4-methoxyphenyl)-7-[2-(1,1 ,1-trifluoro)propylamino]- [1 ,2,4]triazolo[1 ,5-a]pyrimidine. 7. A process for the preparation of a compound of formula I as defined in any one of the preceding claims which comprises treating a compound of the general formula in which L through L5and Hal are as defined in any one of the preceding claims; with an amine of the general formula III M N-R (III) F,C— CH V in which R1and R2are as defined in any one of the preceding claims, M represents a hydrogen atom or a free or complexed metal atom, to produce a compound of formula I. 8. A fungicidal composition which comprises a carrier, and as active agent, at least one compound of formula I as defined in any one of Claims 1 to 6. 9. A method of combating fungus at a locus which comprises treating the locus with a compound of formula I as defined in any one of Claims 1 to 6 or with a composition as defined in Claim 8. 10. The use as a fungicide of a compound of formula I as defined in any one of Claims 1 to 6 or a composition as defined in Claim 8.
法律状态
(WO9846608) LEGAL DETAILS FOR WO9846608  Actual or expected expiration date=2000-10-14    Legal state=DEAD    Status=LAPSED     Event publication date=1998-03-23  Event code=WO/APP  Event indicator=Pos  Event type=Examination events  Application details  Application country=WO WOUS9805615  Application date=1998-03-23  Standardized application number=1998WO-US05615     Event publication date=1998-10-22  Event code=WO/A1  Event type=Examination events  Published application with search report  Publication country=WO  Publication number=WO9846608  Publication stage Code=A1  Publication date=1998-10-22  Standardized publication number=WO9846608     Event publication date=1998-10-22  Event code=WO/AK  Event indicator=Pos  Event type=Designated states  Designated states AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM GW HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG UZ VN YU ZW    Event publication date=1998-10-22  Event code=WO/AL  Event indicator=Pos  Event type=Designated states  Designated countries for regional patents GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG    Event publication date=1998-12-30  Event code=WO/DFPE  Event type=Examination events  Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)    Event publication date=2000-10-14  Event code=WO/EETL  Event type=Event indicating Not In Force  PCT Application validity period expired. LEGAL DETAILS FOR DESIGNATED STATE AT239727  Actual or expected expiration date=2009-03-23    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=AT Corresponding appl: AT98914274  Application date in the designated or member state=1998-03-23   Application number in the designated or member state=1998AT-0914274T Corresponding cc:  Designated or member state=AT Corresponding pat: AT239727  Publication stage code in the designated or member state=T  Publication date in the designated or member state=2003-05-15   Publication number in the designated or member state=ATE239727    Event publication date=2009-12-15  Event code=AT/STCHG  Patent Status changed by the national office Corresponding cc:  Designated or member state=AT  LEGAL DETAILS FOR DESIGNATED STATE AU6867198  Actual or expected expiration date=2018-03-23    Legal state=DEAD    Status=EXPIRED   Corresponding cc:  Designated or member state=AU Corresponding appl: AU6867198  Application date in the 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