EP 1075465 A1 20010214 - ARYLPHENYL-SUBSTITUTED CYCLIC KETO ENOLS

Title (en)

ARYLPHENYL-SUBSTITUTED CYCLIC KETO ENOLS

Title (de)

ARYLPHENYLSUBSTITUIERTE CYCLISCHE KETOENOLE

Title (fr)

CETO-ENOLS CYCLIQUES A SUBSTITUTION ARYLPHENYLE

Publication

EP 1075465 A1 20010214 (DE)

Application

EP 99915759 A 19990414

Priority

DE 19818732 A 19980427
EP 9902488 W 19990414

Abstract (en)

[origin: DE19818732A1] Cycloalkyl- and (hetero)aryl-phenyl substituted cyclic ketoenols (I) and their intermediates (II) are new. Cycloalkyl- and (hetero)aryl-phenyl substituted cyclic ketoenols of formula (I) are new: X = halo; alkyl, alkoxy or alkenyloxy optionally substituted with halo; alkylthio; alkylsulfinyl; alkylsulfonyl; NO2; CN; or optionally substituted phenyl, phenoxy, phenylthio, phenylalkoxy; or phenylalkylthio; Y = optionally substituted cycloalkyl, aryl or heteroaryl; W = H; halo; alkyl, alkoxy or alkenyloxy optionally substituted with halo; NO2; or CN; Z' = halo; alkyl, alkoxy or alkenyloxy optionally substituted with halo; NO2; or CN; CKE = group of formula (1)-(6); Q = N-D; O or S; A = H; alkyl, alkenyl, (poly)alkoxyalkyl or alkylthioalkyl optionally substituted with halo; saturated or unsaturated cycloalkyl optionally substituted and optionally containing 1 or more hetero ring atoms; or aryl, aralkyl or heteroaryl optionally substituted with halo, alkyl, haloalkyl, alkoxy, haloalkoxy, CN or NO2; B = H; alkyl or alkoxyalkyl; or A + B + C atom = form a saturated or unsaturated cyclic group optionally substituted and optionally containing 1 or more hetero ring atoms; D = H; optionally substituted alkyl, alkenyl, alkynyl, alkoxyalkyl, (poly)alkoxyalkyl, alkylthioalkyl, saturated or unsaturated cycloalkyl optionally containing 1 or more hetero ring atoms, aralkyl, aryl, heteroarylalkyl or heteroaryl; or A + D + N atom = form a saturated or unsaturated cyclic group optionally substituted and optionally containing 1 or more hetero atoms or further hetero atom(s) when CKE is formula (2); or A + Q<1> = form alkanediyl or alkenediyl optionally substituted with optionally substituted alkyl, OH, alkoxy, alkylthio, cycloalkyl, benzyloxy or aryl; or Q<1> = H or alkyl; Q<2>, Q<4>, Q<5> and Q<6> = H or alkyl; Q<3> = H; alkyl; alkoxyalkyl; alkylthioalkyl; cycloalkyl optionally substituted and optionally containing S or O in place of 1 CH2; or optionally substituted phenyl; or Q<3> + Q<4> + C atom = form a saturated or unsaturated cyclic group optionally substituted and optionally containing a hetero atom; or G = H or a group of formula (b)-(g): E = metal or ammonium ion; L and M = O or S; R<1> = alkyl, alkenyl, (poly)alkoxyalkyl or alkylthioalkyl optionally substituted with halo; cycloalkyl optionally substituted with halo, alkyl or alkoxy and optionally containing 1 or more ring hetero atoms; or optionally substituted phenyl, phenylalkyl, heteroaryl, phenoxyalkyl or heteroaryloxyalkyl; R<2> = alkyl, alkenyl or (poly)alkoxyalkyl optionally substituted with halo; or optionally substituted cycloalkyl, phenyl or benzyl; R<3>, R<4> and R<5> = alkyl, alkoxy, mono- or di-alkylamino, alkylthio, alkenylthio or cycloalkylthio optionally substituted with halo; or optionally substituted phenyl, benzyl, phenoxy or phenylthio; R<6> and R<7> = H; alkyl, cycloalkyl, alkenyl, alkoxy or alkoxyalkyl optionally substituted with halo; or optionally substituted phenyl or benzyl; or NR<6>R<7> = forms a cyclic group optionally interrupted with O or S. Independent claims are also included for: (a) the preparation of compounds (I); and (b) intermediates of formula (II): R = -CH2-C(O)-N(D)-C(A)(B)(CO2R<8>) ; -CH2-CO-Hal ; or-CH2-C(O)-N(D)-C(A)(B)(CO2H); -CH2-C(O)-N(D)-C(A)(B)(CN) ; -CH2-CO-O-C(A)(B)(CO2R<8>); -CH2CO2H; or -CH2CO2R<8>; B(OH)2 and Y = -CH2-CO2H ; CH(CO2R<8>)(CO-C(A)(B)(S-CH2-Ar)); -C(=C=O)(COHal); -CH(CO2H)2; or-CH(CO2R<8>)2; -CH2-CO-C(Q<1>)(Q<2>)-C(A)(B)(CO2R<8>); -CH2-CO-C(Q<1>)(Q<2>)-C(A)(B)(CO2H); -CH2-CO-C(Q<5>)(Q<6>)-C(Q<3>)(Q<4>)-C(A)(B)(CO2R<8>); -CH2-CO-C(Q<5>)(Q<6>)-C(Q<3>)(Q <4>)-C(A)(B)(CO2H); -CH(CO2R<8>')-CO-C(Q<5>)(Q<6>)-C(Q<3>)(Q<4>)-C(A)(B)(CO2R<8>); R<8> and R<8>' = alkyl; Hal = Cl or Br; Ar = phenyl optionally substituted with W.

IPC 1-7

C07D 209/96; A01N 43/08; A01N 43/10; A01N 43/12; A01N 43/36; A01N 43/42; C07D 513/04; C07D 491/10; C07D 471/04; C07D 307/94; C07D 333/50; C07C 49/733; C07C 49/88; C07C 49/747; C07C 69/013; C07C 69/96; C07D 309/14; C07D 211/60; C07D 279/06

IPC 8 full level

A01N 43/08 (2006.01); A01N 43/10 (2006.01); A01N 43/12 (2006.01); A01N 43/36 (2006.01); A01N 43/38 (2006.01); C07C 49/733 (2006.01); C07C 49/747 (2006.01); C07C 49/88 (2006.01); C07C 69/013 (2006.01); C07C 69/96 (2006.01); C07C 233/51 (2006.01); C07C 255/29 (2006.01); C07C 323/61 (2006.01); C07D 207/273 (2006.01); C07D 209/54 (2006.01); C07D 209/96 (2006.01); C07D 211/60 (2006.01); C07D 279/06 (2006.01); C07D 307/33 (2006.01); C07D 307/94 (2006.01); C07D 309/14 (2006.01); C07D 333/50 (2006.01); C07D 471/04 (2006.01); C07D 491/10 (2006.01); C07D 493/10 (2006.01); C07D 495/10 (2006.01); C07D 513/04 (2006.01)

CPC (source: EP US)

C07C 49/733 (2013.01 - EP US); C07C 49/747 (2013.01 - EP US); C07C 49/88 (2013.01 - EP US); C07C 69/013 (2013.01 - EP US); C07C 69/96 (2013.01 - EP US); C07D 209/96 (2013.01 - EP US); C07D 211/60 (2013.01 - EP US); C07D 279/06 (2013.01 - EP US); C07D 307/94 (2013.01 - EP US); C07D 309/14 (2013.01 - EP US); C07D 333/50 (2013.01 - EP US); C07D 471/04 (2013.01 - EP US); C07D 491/10 (2013.01 - EP US); C07D 513/04 (2013.01 - EP US)

Citation (search report)

See references of WO 9955673A1

Designated contracting state (EPC)

DOCDB simple family (publication)

DE 19818732 A1 19991028; AU 3421599 A 19991116; BR 9910034 A 20001226; EP 1075465 A1 20010214; JP 2002513002 A 20020508; US 2003096806 A1 20030522; US 6451843 B1 20020917; WO 9955673 A1 19991104

DOCDB simple family (application)

DE 19818732 A 19980427; AU 3421599 A 19990414; BR 9910034 A 19990414; EP 9902488 W 19990414; EP 99915759 A 19990414; JP 2000545833 A 19990414; US 19236102 A 20020710; US 67390701 A 20010102