Intermediate products for the preparation of fungicidal triazolopyrimidines

作者: Frank Dr. Schieweck , Andreas Dr. Gypser , Ingo Dr. Rose , Siegfried Dr. Strathmann , Reinhard Dr. Stierl

DOI:

关键词: ArylAlicyclic compoundHeteroatomAlkylPyrimidineChemistryStereochemistry

摘要: 5-(Alkyl, alkenyl or alkynyl)-7-(hydrocarbyl heterocyclyl)-6-phenyl-1,2,4-triazolo[1,5-a]pyrimidines (I) are new. of formula [Image] n : 0-5; R halo, CN, OH OCN, alkyl, alkenyl, alkynyl, T', haloalkenyl, OT, alkenyloxy, alkynyloxy, OT', cycloalkyl, cycloalkenyl, cycloalkoxy, alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, CONH 2, mono- dialkylaminocarbonyl, alkoximinoalkyl, alkenyloximinocarbonyl, alkynyloximinoalkyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, cycloalkylcarbonyl Het (all optionally partially completely halogenated and substituted by 1-4 a); T 1-6C alkyl; T' haloalkyl; 5-10 membered, saturated, unsaturated aromatic heterocycle containing O, N and/or S heteroatoms; 11-10C 3-12C 3-10C phenyl, naphthyl ahalo, NO OH, T, COT, COOT, NHT, NT 2-6C 3-6C alkoximino, alkenyloximino, alkynyloximino, aralkoximino, (where all aliphatic, alicyclic groups 1-3 aand/or c); bhalo, SH, NH COOH, CSNH 2-8C ST, CHO, SO 2T, SOT, OCOT, CONHT, CONT CSNHT CSNT 2; ccycloalkyl, -O-cycloalkyl, heterocyclyl, -O-heterocyclyl, aryl, -O-aryl, -S-aryl, -O-T-aryl, -T-aryl, heteroaryl, -O-heteroaryl -S-heteroaryl cycloalkyl heterocyclyl rings 3-10 aryl preferably 6-10 membered heteroaryl 5-6 membered; alkyl haloalkyl); 21-4C 2-4C alkynyl OMe, OEt 1-4C alkoxycarbonyl; Unless specified otherwise moieties have 1-8C, 2-10C cycloalkenyl 3-6C. Independent claims also included for: (1) preparation (I); (2) dicarbonyl compound intermediates (III), provided that is not 0 1and 2are both Me. ACTIVITY Fungicide. 7-Cyclohexyl-5-methyl-6-(2-chloro-6-fluorophenyl)-1,2,4-triazolo[1,5-a]pyrimidine (Ia) at a concentration 63 ppm gave least 90 % protection tomato plants against Alternaria solani. MECHANISM OF ACTION None given.

参考文章(2)
Yoichi Nobuhara, Ayako Miyake, Toshihiro Yamada, Kazuhiro Kobayashi, Satoshi Hirano, Hiroshi Mikami, Takanobu Sakurai, 5-arylpyrrole derivatives ,(1998)