PYRAZOLE DERIVATIVE AND INSECTICIDE COMPOSITION CONTAINING THE DERIVATIVE AS ACTIVE INGREDIENT

    公开(公告)号:JPH09165375A

    公开(公告)日:1997-06-24

    申请号:JP27727096

    申请日:1996-09-26

    摘要: PROBLEM TO BE SOLVED: To obtain a new pyrazole derivative having an excellent insecticidal activity against many agricultural insect pests, substantially not affecting mammalian, fishes and beneficial insects, and useful as an active ingredient for insecticidal compositions. SOLUTION: This compound is expressed by formula I [A is CH, N, a group of the formula: C-X (X is a halogen; R is H, a lower (halo)alkyl, benzyl, phenyl; R is R , a lower alkenyl; R is H, X, a lower alkyl, a lower haloalkylthio, phenyl, CN, NO2 , amino; R is X; R is a lower haloalkyl; R is H, a lower (halo)alkyl, benzyl; R and R are simultaneously not H; (l), (m) are each 0, 1; (n) is 0, 1, 2], for example, 3-(2,6-dichloro-4-trifluorophenyl)-1-methyl-5- methylsulfenylpyrazole. The compound of formula I [(m) is 0; R is the formula: R (R is H, a lower alkyl, phenyl)] is obtained by reacting a compound of formula II with a compound of the formula: (R )2 SO4 or R2 -X.

    PYRANE DERIVATIVE, INSECTICIDE, ACARICIDE AND NEMATOCIDE

    公开(公告)号:JPH06329691A

    公开(公告)日:1994-11-29

    申请号:JP12103193

    申请日:1993-05-24

    IPC分类号: A01N57/16 C07F9/655

    摘要: PURPOSE:To obtain a new pyrane derivative having strongly insecticidal, acaricidal and nematocidal activity and excellently controlling activity against various resistant insect pests having agricultural problems, comprising 3- phosphoryloxy-4H-pyran-4-one derivative. CONSTITUTION:A pyrane derivative of formula I (R is H or 1-4C alkyl; R is 1-6C alkyl, benzyl or methoxymethyl) (e.g. 2-methyl-5-methoxy-3-hydroxy-4H- pyran-4-one) is mixed with a compound of formula II (R is methyl or ethyl; R is 3-5C alkyl; X is halogen) (e.g. O-ethyl, S-n-propylphosphoric acid chloride) in the presence of triethylamine in dichloromethane at 0-5 deg.C, reacted at 10 deg.C for 1 hour, cleaned with an acid and an aqueous solution of alkali, the solvent is distilled away and silica gel column chromatography separation is carried out to give the objective new pyrane derivative of formula III useful as an insecticide, an acaricide and an nematocide, etc.

    HYDRAZINOACETIC ACID DERIVATIVE
    4.
    发明专利

    公开(公告)号:JPH06116223A

    公开(公告)日:1994-04-26

    申请号:JP27066892

    申请日:1992-10-09

    IPC分类号: A01N37/50 C07C251/86

    摘要: PURPOSE:To provide a new hydrazinoacetic acid derivative having highly powerful insecticidal activity against various insect pests for paddy rice, also having remarkable controlling effects on various resistant insect pests. CONSTITUTION:A hydrazinoacetic acid derivative of formula 1 (R is H or lower alkyl; R is H or methyl; R is lower alkyl; X is H, halogen, lower alkyl or lower alkoxy; (n) is 1 or 2), e.g. ethyl (2,2-benzylidene-1-methyl) hydrazinoacetate. The compound of the formula I can be obtained by reaction of a hydrazinoacetic acid compound of formula 2 with a carbonyl compound of formula 3 in the presence or absence of a catalyst.

    PYRAZOLE DERIVATIVE, ITS PRODUCTION AND HERBICIDE CONTAINING THE SAME DERIVATIVE

    公开(公告)号:JPH0395162A

    公开(公告)日:1991-04-19

    申请号:JP23448089

    申请日:1989-09-08

    发明人: ENDO YOSHINORI

    IPC分类号: C07D231/18 A01N43/56

    摘要: NEW MATERIAL:A pyrazole derivative expressed by formula I [R is H, lower alkyl, lower alkenyl, lower alkynyl, phenyl-lower alkyl or -CH(R )COOR (R and R are H or lower alkyl); R is H, halogen, lower alkyl, lower alkoxy-lower alkyl or phenoxy-lower alkyl; X is halogen; Ar is formula II (Y and Y are halogen; R is lower alkyl or lower alkynyl)]. EXAMPLE:5-Chloro-1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-4-methoxyp yrazole. USE:Useful as a herbicide, effective against weeds, such as polygonum and mugwort and usable for agricultural products, such as soybean, corn, fruit tree and paddy rice. PREPARATION:A compound expressed by formula III is halogenated with a halogenating agent expressed by formula IV ((n) is 1 or 2) to afford the compound expressed by formula I.

    WEED CONTROL AGENT COMPOSITION FOR UPLAND FIELD

    公开(公告)号:JPH09143014A

    公开(公告)日:1997-06-03

    申请号:JP30865795

    申请日:1995-11-28

    IPC分类号: A01N43/653

    摘要: PROBLEM TO BE SOLVED: To obtain the above highly selective composition containing a specific 1,2,4-triazole derivative as an active ingredient, expressing excellent herbicidal activities against weeds in upland fields at extremely low doses, providing no chemical damage to agricultural crops. SOLUTION: This agent contains a benzofuran skeleton-having 1,2,4-triazole derivative of formula I (R , R are each H, methyl; R , R are each a halogen, a lower alkyl, a lower alkoxy, a lower haloalkyl, a lower haloalkoxy, cyano; R is methyl, ethyl; X is 0, S). The upland fields are preferably upland fields wherein soybeans, cotton or wheat and barley are cultured. The compound of formula I is preferably used at a dose of 10-100g/10 are. The compound of formula I is obtained, e.g. by reacting a (thio)semicarbazide compound of formula II with trifluoroacetic anhydride. Important weeds in the uplant fields are Amaranthus retroflexus, Echinochloa crus-galli, Corchorus capsularis, Rumex obtusifolius, Cyperus microiria, Arenaria serpyllifolia L., etc.

    TRIAZOLE DERIVATIVE, HERBICIDE COMPOSITION FOR PADDY FILED AND METHOD FOR USING THE SAME

    公开(公告)号:JPH07188220A

    公开(公告)日:1995-07-25

    申请号:JP33543393

    申请日:1993-12-28

    IPC分类号: C07D405/04 A01N43/653

    摘要: PURPOSE:To obtain a new 4-phenyl-1,2,4-triazole derivative showing excellently controlling effect on important weeds in a paddy field, useful as an active ingredient for a herbicide having safety to rice plants. CONSTITUTION:This 4-phenyl-1,2,4-triazole derivative is represented by formula 2 (R is H or a lower alkyl; R is methyl or ethyl; X is S or O). The compound of formula 2, for example, is obtained by reacting a carbazide of formula 3 with trifluoroacetic anhydride. The carbazide of formula 3, for example, is obtained by reacting an aniline of formula 4 with phosgene or thiophosgene to give a (thio)cyanate of formula 5 and reacting the (thio)cyanate with hydrazine. Since this herbicide for a paddy field is completely harmless to rice plants and can selectively control gramineous and broad-leaved weeds including weeds of the genus Digitaria and Panicum except the genus Oryza of the family Gramineae, the herbicide is extremely effective for improving production of paddy rice plant and controlling harmful weeds in paddy fields.