Method for producing 1-substituted 5- or 3-hydroxypyrazoles

    公开(公告)号:NZ511645A

    公开(公告)日:2003-07-25

    申请号:NZ51164599

    申请日:1999-11-06

    Applicant: BASF AG

    Abstract: A process for preparing a 1-substituted 5- and/or 3-hydroxypyrazole of the formulae I and II, respectively in which R1 is C1 -C6 -alkyl, C2 -C6 -alkenyl, C2 -C6 -alkynyl, C3 -C6 -cycloalkyl or C1 -C4 -alkoxy. These groups may be substituted by halogen, C1 -C4 -alkoxy, phenoxy, C1 -C6 -alkoxycarbonyl, C1 -C6 -alkylthiocarbonyl or by a cyclic ring system having 3-14 ring atoms. An alkyl vinyl of formula V, reacts with phosgene VIa, "diphosgene" VIb or "triphosgene" VIc, producing an acyl chloride of the formula VII. The alkyl vinyl R2 is C1 -C6 -alkyl or C3 -C6 -cycloalkyl. The acyl chloride is converted by the elimination of hydrogen chloride into 3-alkoxyacryloyl chloride of the formula VIII. Esterifying the 3-alkoxyacryloyl chloride with an alcohol of formula IX, in which R3 is C1 -C6 -alkyl or C3 -C6 -cycloalkyl. This results in the alkyl 3-alkoxyacrylate of the formula III, Reacting the alkyl 3-alkoxyacrylate with a hydrazine of the formula IV, where R1 is defined above a)at a pH of 6-11 to give 5-hydroxypyrazoles of the formula I or b) b) at a pH of 11-14 to give 3-hydroxypyrazoles of the formula II. A 1-substituted 5- and/or 3-hydroxypyrazole of the formulae I and II produced from the above stated process.

    Process for preparing 1-substituted 5- or 3-hydroxypyrazoles

    公开(公告)号:CZ20011713A3

    公开(公告)日:2002-01-16

    申请号:CZ20011713

    申请日:1999-11-06

    Applicant: BASF AG

    Abstract: The invention relates to a process for preparing 1-substituted 5- and/or 3-hydroxypyrazoles of the formulae I and IIin which R1 is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl or C1-C4-alkoxy, where these groups may be substituted by halogen, C1-C4-alkoxy, phenoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthiocarbonyl or by a cyclic ring system having 3-14 ring atoms, which comprises reactingan alkyl 3-alkoxyacrylate of the formula IIIin which R2, R3 independently of one another are C1-C6-alkyl or C3-C6-cycloalkyl with a hydrazine of the formula IVin which R1 is as defined abovea) at a pH of 6-11 to give 5-hydroxypyrazoles of the formula I orb) at a pH of 11-14 to give 3-hydroxypyrazoles of the formula II.

    METHOD FOR THE PRODUCTION OF 1-SUBSTITUTED 5-HYDROXYPYRAZOLES

    公开(公告)号:CA2351425A1

    公开(公告)日:2000-06-02

    申请号:CA2351425

    申请日:1999-11-06

    Applicant: BASF AG

    Abstract: The invention relates to a method for the production of 1-substituted 5- hydroxypyrazoles of formula (I) wherein R1 is C1-C6-alkyl, C2-C6-alkenyl, C2 - C6-alkinyl, C3-C6-cycloalkyl or C1-C4-alkoxy, whereby these groups can be substituted by halogen, C1-C4-alkoxy, phenoxy, C1-C6-alkoxycarbonyl, C1-C6- alkylthiocarbonyl or a cyclic ring system with 3-14 ring atoms, by reacting a) an alkylvinylether of general formula (III) wherein R2 is C1-C6-alkyl or C3- C6- cycloalkyl, with phosgene (IVa), "diphosgene" (IVb) or "triphosgene" (IVc) t o form acid chlorides of formula (V), b) transforming said acid chlorides by eliminating hydrogen chloride into the corresponding 3-alkoxyacrylic acid chloride of formula (VI) and c) reacting said acid chloride with hydrazines of formula (VII) wherein R1 has the above cited meaning, to form 5- hydroxypyrazoles of formula (I).

    METHOD FOR PRODUCING 1-SUBSTITUTED 5- OR 3-HYDROXYPYRAZOLES

    公开(公告)号:CA2351370A1

    公开(公告)日:2000-06-02

    申请号:CA2351370

    申请日:1999-11-06

    Applicant: BASF AG

    Abstract: The invention relates to a method for producing 1-substituted 5- and/or 3- hydroxypyrazoles of formulas (I) and (II), wherein R1 represents C1-C6-alkyl , C2-C6-alkenyl, C2-C6-alkinyl, C3-C6-cycloalkyl or C1-C4-alkoxy, whereby thes e groups can be substituted by halogen, C1-C4-alkoxy, phenoxy, C1-C6- alkoxycarbonyl, C1-C6-alkylthiocarbonyl or a cyclic ring system with 3-14 ri ng atoms, by reacting a 3-alkoxyacrylic acid alkyl ester of formula (III), wherein R2, R3 independently mean C1-C6-alkyl or C3-C6-cycloalky, with a hydrazine of formula (IV), wherein R1 has the above cited meaning, a) at a p H value of 6-11 to form 5-hydroxypyrazoles of formula (I), or b) at a pH value of 11-14 to form 3-hydroxypyrazoles of formula (II).

    46.
    发明专利
    未知

    公开(公告)号:ES2139730T3

    公开(公告)日:2000-02-16

    申请号:ES94903822

    申请日:1993-12-17

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP93/03597 Sec. 371 Date Jun. 6, 1995 Sec. 102(e) Date Jun. 6, 1995 PCT Filed Dec. 17, 1993 PCT Pub. No. WO94/14757 PCT Pub. Date Jul. 7, 1994Hydroxylamine ethers I I (where X is NO2, CN, halogen, alkyl or haloalkyl, Y is H, NO2, CN, halogen, alkyl or haloalkyl, n is 0-2 or 1-4 where Y and all radicals X are halogen and Alk is unsubstituted or substituted alkylene) and their salts with mineral acids or strong organic acids are prepared by reacting either a hydroximino compound II II (where R1 is alkyl, R2 is alkyl or alkoxy or R1+R2 form an alkylene chain) in the presence of an alkali metal hydroxide, alkali metal alcoholate, alkali metal bicarbonate or alkali metal carbonate as the base, or the corresponding anion II directly, with an alkylating agent III III (where R3 is unsubstituted or substituted alkyl or unsubstituted or substituted phenyl) to give an oximino derivative IV IV said derivative is cleaved by means of a mineral acid or a strong organic acid to give the salt of I and, if desired, the latter is converted by means of a base into the free compound I. The hydroxylamine ethers I are intermediates for crop protection agents and drugs.

    47.
    发明专利
    未知

    公开(公告)号:AT186046T

    公开(公告)日:1999-11-15

    申请号:AT94903822

    申请日:1993-12-17

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP93/03597 Sec. 371 Date Jun. 6, 1995 Sec. 102(e) Date Jun. 6, 1995 PCT Filed Dec. 17, 1993 PCT Pub. No. WO94/14757 PCT Pub. Date Jul. 7, 1994Hydroxylamine ethers I I (where X is NO2, CN, halogen, alkyl or haloalkyl, Y is H, NO2, CN, halogen, alkyl or haloalkyl, n is 0-2 or 1-4 where Y and all radicals X are halogen and Alk is unsubstituted or substituted alkylene) and their salts with mineral acids or strong organic acids are prepared by reacting either a hydroximino compound II II (where R1 is alkyl, R2 is alkyl or alkoxy or R1+R2 form an alkylene chain) in the presence of an alkali metal hydroxide, alkali metal alcoholate, alkali metal bicarbonate or alkali metal carbonate as the base, or the corresponding anion II directly, with an alkylating agent III III (where R3 is unsubstituted or substituted alkyl or unsubstituted or substituted phenyl) to give an oximino derivative IV IV said derivative is cleaved by means of a mineral acid or a strong organic acid to give the salt of I and, if desired, the latter is converted by means of a base into the free compound I. The hydroxylamine ethers I are intermediates for crop protection agents and drugs.

    48.
    发明专利
    未知

    公开(公告)号:DE59309487D1

    公开(公告)日:1999-05-06

    申请号:DE59309487

    申请日:1993-04-16

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP93/00918 Sec. 371 Date Sep. 29, 1994 Sec. 102(e) Date Sep. 29, 1994 PCT Filed Apr. 16, 1994 PCT Pub. No. WO93/22295 PCT Pub. Date Nov. 11, 1993The invention pertains to isoxazolecarboxamides of the formula I I where R1 is alkyl, cycloalkyl, alkoxyalkyl, alkenyl, alkynyl, phenyl or unsubstituted or substituted benzyl, R2 is hydrogen or alkyl and R3 is alkyl, cycloalkyl, alkenyl, alkynyl, phenyl or unsubstituted or substituted benzyl, and the plant-tolerated salts of those compounds in which R2 is hydrogen, their preparation and their use.

    PROCESS AND INTERMEDIATE PRODUCTS FOR PREPARING HYDROXYLAMINE-ETHERS AND THEIR SALTS

    公开(公告)号:HUT71917A

    公开(公告)日:1996-02-28

    申请号:HU9501904

    申请日:1993-12-17

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP93/03597 Sec. 371 Date Jun. 6, 1995 Sec. 102(e) Date Jun. 6, 1995 PCT Filed Dec. 17, 1993 PCT Pub. No. WO94/14757 PCT Pub. Date Jul. 7, 1994Hydroxylamine ethers I I (where X is NO2, CN, halogen, alkyl or haloalkyl, Y is H, NO2, CN, halogen, alkyl or haloalkyl, n is 0-2 or 1-4 where Y and all radicals X are halogen and Alk is unsubstituted or substituted alkylene) and their salts with mineral acids or strong organic acids are prepared by reacting either a hydroximino compound II II (where R1 is alkyl, R2 is alkyl or alkoxy or R1+R2 form an alkylene chain) in the presence of an alkali metal hydroxide, alkali metal alcoholate, alkali metal bicarbonate or alkali metal carbonate as the base, or the corresponding anion II directly, with an alkylating agent III III (where R3 is unsubstituted or substituted alkyl or unsubstituted or substituted phenyl) to give an oximino derivative IV IV said derivative is cleaved by means of a mineral acid or a strong organic acid to give the salt of I and, if desired, the latter is converted by means of a base into the free compound I. The hydroxylamine ethers I are intermediates for crop protection agents and drugs.

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