Acrylonitrile compounds
AssigneeNissan Chemical Industries, Ltd.
InventorsTomoyuki Ogura, Akira Numata, Hideki Ueno, Yoshihide Masuzawa, Toshiro Miyake, Yoichi Inoue, Norihiko Mimori, Shinji Takii
Life of this patent
Estimating the term…
Abstract
The present invention relates to acrylonitrile compounds of formula (1): [wherein, R is a C1-C6 alkyl, a C3-C7 cycloalkyl optionally substituted by a C1-C4 alkyl, a naphthyl, etc., R1 is H, a halogen, a C1-C6 alkyl, etc., A is specific 5-membered aromatic heterocyclic ring containing two hetero atoms selected from N, O and S, etc., B is H, a C1-C4 alkyl, a C2-C4 alkoxyalkyl, etc.] Said compounds are useful as agricultural chemicals, in particular insecticides and acaricides.
Claims12
Acrylonitrile compounds of formula (1):
- wherein,
- R of a C1-C6 alkyl, a C3-C7 cycloalkyl optionally substituted by a C1-C4 alkyl, a phenyl optionally substituted by X, a naphthyl or a pyridyl,
- R1 is H, a halogen, a C1-C6 alkyl, a C3-C7 cycloalkyl optionally substituted by a C1-C6 alkoxy, a C1-C4 haloalkyl, a C2-C6 alkoxyalkyl, CH3OC2H4OCH2, a C2-C6 alkylsulfenylalkyl, a C2-C6 alkylsulfinyalkyl, a C2-C6 alkylsulonylalkyl, a C1-C3alkyl substituted by phenyl, a phenyl, C7-C10 phenoxyalkyl, COORa, CONHRb, CONRaRb, CORa, CO(piprridyl), CN, NO2 or CH2J,
- A is
- B is H, a C1-C4 alkyl, a C2-C4 alkoxyalkyl, CH2SCH3, CH2OC2H4OCH3, a C1-C4 alkyl substituted by Rc or Rd, a tetrahydropyranyl, Si(CH3)3, SO2Re, SO2NHRb, SO2NRaRb, C(S)NHRb, C(S)NRaRb, CH2COORa, C(O)Rf, P(O)RgRh, P(S)RgRh, an alkali metal, an alkaline earth metal or NHRiRjRk,
- X is one to three substitutes as freely selected from a halogen, a C1-C4alkyl, a C1-C4 haloalkyl, a C1-C4 alkoxy, a C1-C4 alkylsulfenyl, a C1-C4 alkylsulfinyl, a C1-C4 alkylsulfonyl, a C1-C4 haloalkylsulfenyl, a C1-C4 haloalkylsulfinyl, a C1-C4 haloalkylsulfonyl, NO2, CN, a phenyl and a phenoxy,
- Y, Y1 and y2 are each independently of each other H, a halogen, C1-C4 alkyl, a C1-C4 haloalkyl, a C1-C4 alkoxy, a C1-C4 haloalkyoxy, a C1-C4 alkylsulfenyl, C1-C4 alkylsulfinyl, a C1-C4 alkylsulfonyl, a C1-C4 haloalkylsulfenyl, a C1-C4 haloalkylsulfinyl, a C1-C4 haloalkylsulfonyl, NO2 or CN,
- Y3 is a C1-C4 alkyl or a C1-C4 haloalkyl,
- Ra is a C1-C6 alkyl,
- Rb is H, a C1-C6 alkyl, or a phenyl optionally substituted by T1,
- Rc is a phenyl optionally substituted by on or more substituents as freely selected from a halogen, a C1-C4 alkyl, a C1-C4 alkoxy and a C1-C4 haloalkyl
- Rd is a benzoyl optionally substituted by on or more substituents as freely selected from a halogen, a C1-C4 alkyl, and a C1-C4 haloalkyl,
- Re is a C1-C4 alkyl, a C1-C4 haloalkyl, or a phenyl optionally substituted by T1,
- Rf is C1-C6 alkyl, a C2-C6 alkenyl, a C1-C6 halogalkyl, a C2-C4 alkxyalkyl, a C3-C6 halocycloalkyl, a C1-C4 alkyl substituted by Rc, a C3-C7 cycloalkyl optionally substituted by a C1-C4 alkyl, a cycloalkyl substituted by Rc, a cyclopropyl nsubstituted by Rc and a C1-C4 alkyl, a C3-C4 cycloalkyl substituted by Rc and a halogen, a cyclopropyl substituted by T2 and a C1-C4 alkyl, a C2-C4 alkenl subsituted by Rc, a C1-C6 alkoxy, a C1-C4 haloalkoxy, a C2-C5 alkenyloxy, a C3-C6 cycloalkoxy optionally substituted by a C1-C3 alkyl, a benzyloxy, COORa, —NU1NU2, a phenyl optionally substituted by T3, a naphthyl, a pyridly optionally substituted by T1, a phenyl C1-C6 alkyl or A-3,
- Rg and Rh are each indepenently of the other OH, a phenyl a C1-C6 alkyl, a C1-C6 alkoxy or a C1-C4 alkylsulfenyl,
- Ri, Rj and Rk are each indepentently of the other H, a C1-C6 alkyl, a C1-C4 alkenyl, a C3-C6 cycloalkyl optionally substituted by a C1-C3 alkyl or a benzyl, or any two of Ri, Rj and Rk may, together with the nitrogen atom to which ther are bonded, for a 5- or 8-membered ring group optionally containg an oxygen atom, a ntitogen atom or a sulfer atom,
- J is a pyrazolyl, an imidazolyl or a morpholinyl,
- T1 is a halogen, a C1-C4 alkyl, a C1-C4 haloalkyl or a C1-C4 alkoxy,
- T2 is a C2-C4 alkenyl optionally substituted by a halogen,
- T3 is one of five substituents as freely selected from a halogen, C1-C4 alkyl, a C1-C4 haloalkyl, a C1-C4 alkoxy, C1-C4 alkylsulfenyl, a C1-C4 alkylsulfinyl, a C1-C4 alkylsulfonyl, a C1-C4 haloalkylsulfenyl, a C1-C4 haloalkylsulfinyl, a C1-C4 haloalkylsulfonyl, NO2, CN, CHO, —NU1U2, a phenyl and a phennoxy,
- U1 and U2 are each independently of the other H, a C1-C6 alkyl, COORa, a phenyl or a benyzl, or U1 and U2 may, together with the nitrogen atom to which thay are bonded, from a 5- to 8-membered ring group optionally containg an oxygen atom, a nitrogen atom or a sulfer atom,
- m represents the number of substituents, and is 0, 1, 2 or 3,
- n represents the number of substituents, and is 0, 1, 2, 3 or 4,
- p represents the number of substituents, and is 0, 1 or 2,
- q represents the number of substituents, and is 0 or 1, (provided that when m, n or p is 2 or more, then the substituents may be the same or different).
Dependencies are inferred from the claim text.