EP 1931643 A1 20080618 - 2-Substituted hydroxylaminopyrimidine, method for the production and the use thereof in the form of pesticides
Title (en)
2-Substituted hydroxylaminopyrimidine, method for the production and the use thereof in the form of pesticides
Title (de)
2-Substituierte Hydroxylaminopyrimidine, Verfahren zu ihrer Herstellung und ihre Verwendung als Pestizid
Title (fr)
Hydroxylaminopyrimidines 2-substituées, procédé permettant de les produire et leur utilisation comme pesticide
Publication
Application
Priority
- EP 2006066572 W 20060921
- DE 102005046592 A 20050928
Abstract (en)
[origin: DE102005046592A1] 2-Substituted pyrimidine derivatives (I) are new. 2-Substituted pyrimidine derivatives of formula (I) and their salts are new. R 1>, R 11>1-8C (halo)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, 3-6C (halo)cycloalkyl or 4-6C (halo)cycloalkenyl, or R 1>+R 11>forms a 5- to 7-membered ring optionally containing another heteroatom (O, N or S); R 1>and R 11>are optionally substituted with 1-4 of R 2>and two substituents on adjacent ring atoms can form 1-6C alkylene, 2-4C oxyalkylene or 1-3C alkylenedioxy; R 2>halo, CN, 1-6C (halo)alkyl, 3-6C (halo)cycloalkyl, 4-6C cycloalkenyl, OH, 1-6C (halo)alkoxy, 2-8C alkenyloxy, 2-8C alkynyloxy, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, 1-6C alkylthio, =CH 2, =C(1-4C alkyl) 2, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA', Si(1-6C alkyl) 3, or phenyl optionally substituted with 1-3 of halo, 1-6C (halo)alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-6C cycloalkyl, 1-6C alkoxy, CN, NO 2, COA, COOA, CONAA', C(A')(NOA), NAA'; m : 0-2; A, A', A" : H, 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-6C cycloalkyl, 3-8C cycloalkenyl or phenyl, all optionally halogenated and/or substituted with NO 2, OCN, CN, 1-4C alkoxy, or A+A' forms a 5- or 6-membered ring with 1-4 heteroatoms (O, N, S); R 3>halo, CN, N 3, 1-4C (halo)alkyl, 2-4C (halo)alkenyl, 2-4C (halo)alkynyl, 3-6C (halo)cycloalkyl, 1-4C alkoxy, 3-4C alkenyloxy, 3-4C alkynyloxy, 1-6C alkylthio, di(1-6C alkyl)amino or 1-6C alkylamino, all optionally substituted with 1-4 of halo, CN,, NO 2, 1-2C alkoxy and 1-4C alkoxycarbonyl; R 4>5- or 6-membered heterocyclyl with 1-4 heteroatoms (O, N, S), optionally halogenated and/or substituted with 1-4 of Ru; or CN, CZORa, CZNRzRb, CZNRaNRzRb, CZRa, CRaRbORz, CRaRbNRzRc, ON=CRaRb, OCZRa, NRaRb', NRaCZRb, NRaCZORb, NRaCZNRzRb, NRaN=CRcRb, NRaNRzRb or NRzORa; Ru : halo, CN, 1-8C (halo)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, 1-6C (halo)alkoxy, 3-6C (halo)cycloalkyl, 2-8C alkenyloxy, 2-8C alkynyloxy, 4-6C cycloalkenyl, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA'; Z : O, S, NRd, NORd or NNRzRc; Rb' : 1-6C alkyl, 2-6C alkynyl, 2-6C alkynyl, 3-6C cycloalkyl or 4-6C cycloalkenyl; Ra, Rb, Rc, Rd : H or Rb'; Rz : Ra, CORd or COORd; B : 5- or 6-membered heteroaryl with 1-4 heteroatoms (O, N, S), or phenyl; L : halo, CN, OCN, 1-8C (halo)alkyl, 2-8C (halo)alkenyl, 2-8C (halo)alkynyl, 1-6C (halo)alkoxy, 3-6C (halo)cycloalkyl, 2-8C alkenyloxy, 2-8C alkynyloxy, 4-6C cycloalkenyl, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA', optionally substituted with 1-4 of RL; RL : halo, CN, 1-6C alkoxy, 3-6C cycloalkyl, 2-8C alkenyloxy, 2-8C alkynyloxy, 4-6C cycloalkenyl, 3-6C cycloalkoxy, 4-6C cycloalkenyloxy, COA, COOA, CONAA', C(A')(NOA), NAA', NA'COA, NA"CONAA', SO mA, SO mOA, SO mNAA'; and n : 1-5. Ra, Rb, Rc, Rd, Rb', Rz Are optionally halogenated and/or substituted with 1-4 of halo, CN, 1-8C alkyl, 2-10C alkenyl, 2-10C alkynyl, 1-6C alkoxy, 2-10C alkenyloxy, 2-10C alkynyloxy, 3-6C cycloalkyl, 3-6C cycloalkenyl, 3-6C cycloalkoxy, 3-6C cycloalkenyloxy; and two of Ra, Rb, Rc, Rz can form a 5- or 6-membered ring with 1-4 heteroatoms (O, N, S). Independent claims are also included for: (1) combination of at least one compound (I) and at least one other fungicide, insecticide and/or herbicide; (2) controlling phytopathogenic fungi by treating the fungi and/or materials, plants, soil or seeds to be protected from fungal attack with at least one compound (I); (3) controlling animal pests in agriculture by treating the pests and/or materials, plants, soil or seeds to be protected from them with at least one compound (I); (4) seeds comprising a compound (I) in an amount of 1-1000 g/100 kg. [Image] ACTIVITY : Plant antifungal. In a protective test against Alternaria solanion tomato plants, plants treated with 2-(1,2,4-triazol-1-yl)-4-chloro-5-(2-chloro-4-fluorophenyl)-6-(N-methoxy-N-methylamino)-pyrimidine (250 ppm) showed no more than 20% attack after 5 days, compared with 90% for control plants. MECHANISM OF ACTION : None given.
IPC 8 full level
C07D 239/42 (2006.01); A01N 43/58 (2006.01); A01N 43/72 (2006.01); A01P 3/00 (2006.01); C07D 239/48 (2006.01); C07D 401/04 (2006.01); C07D 403/04 (2006.01); C07D 413/04 (2006.01); C07D 413/14 (2006.01)
CPC (source: EP US)
C07D 239/42 (2013.01 - EP US); C07D 239/48 (2013.01 - EP US); C07D 401/04 (2013.01 - EP US); C07D 403/04 (2013.01 - EP US); C07D 413/04 (2013.01 - EP US); C07D 413/14 (2013.01 - EP US)
Citation (search report)
See references of WO 2007036477A1
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR
DOCDB simple family (publication)
DE 102005046592 A1 20070329; CA 2621967 A1 20070405; CN 101268059 A 20080917; EP 1931643 A1 20080618; JP 2009510014 A 20090312; US 2009076047 A1 20090319; WO 2007036477 A1 20070405
DOCDB simple family (application)
DE 102005046592 A 20050928; CA 2621967 A 20060921; CN 200680034866 A 20060921; EP 06806791 A 20060921; EP 2006066572 W 20060921; JP 2008532735 A 20060921; US 6783306 A 20060921