PROCESS FOR PRODUCING N-SUBSTITUTED 3-HYDROXYPYRAZOLES

    公开(公告)号:HU228564B1

    公开(公告)日:2013-04-29

    申请号:HU9901339

    申请日:1996-07-02

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP96/02891 Sec. 371 Date Jan. 8, 1998 Sec. 102(e) Date Jan. 8, 1998 PCT Filed Jul. 2, 1996 PCT Pub. No. WO97/03969 PCT Pub. Date Feb. 6, 1997N-substituted 3-hydroxypyrazoles of the formula I where R1 is unsubstituted or substituted alkyl, aryl or heteroaryl and R2, R3 is hydrogen, cyano, halogen or unsubstituted or substituted alkyl, aryl or heteroaryl, are prepared by oxidation of a corresponding pyrazolidin-3-one with atmospheric oxygen in the presence of a metal salt in an essentially pH-neutral medium.

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    发明专利
    未知

    公开(公告)号:AT178587T

    公开(公告)日:1999-04-15

    申请号:AT95116246

    申请日:1995-10-16

    Applicant: BASF AG

    Abstract: An integrated process for the preparation of O-substituted hydroxyammonium salts of formula (I) without isolation of intermediates comprises: (a) reacting acetone with hydroxylammonium sulphate and sodium hydroxide solution to give acetone oxime of formula (II); (b) treating the obtained (II) solution with NaOH solution and completely eliminating water; (c) reacting the obtained suspension of acetone oxime sodium salt of formula (III) with an alkylating agent RY (IV) at 0.5-15 (preferably 1-4) bar and at up to 140 degrees C in presence of a phase transfer catalyst, to give an acetone oxime ether of formula (V); and (d) cleaving (V) with HX to give (I). Steps (a)-(c) are carried out in the same non-polar, aprotic solvent and step (d) is effected with concentrated acid. H2NOR.HX (I) Me2C=NOH (II) Me2C=NONa (III) Me2C=NOR (V) R = 1-6C alkyl or 2-6C alkenyl (both optionally substituted by halo); X = Cl or Br; and Y = nucleofugous group.

    3.
    发明专利
    未知

    公开(公告)号:DE4437905A1

    公开(公告)日:1996-04-25

    申请号:DE4437905

    申请日:1994-10-22

    Applicant: BASF AG

    Abstract: An integrated process for the preparation of O-substituted hydroxyammonium salts of formula (I) without isolation of intermediates comprises: (a) reacting acetone with hydroxylammonium sulphate and sodium hydroxide solution to give acetone oxime of formula (II); (b) treating the obtained (II) solution with NaOH solution and completely eliminating water; (c) reacting the obtained suspension of acetone oxime sodium salt of formula (III) with an alkylating agent RY (IV) at 0.5-15 (preferably 1-4) bar and at up to 140 degrees C in presence of a phase transfer catalyst, to give an acetone oxime ether of formula (V); and (d) cleaving (V) with HX to give (I). Steps (a)-(c) are carried out in the same non-polar, aprotic solvent and step (d) is effected with concentrated acid. H2NOR.HX (I) Me2C=NOH (II) Me2C=NONa (III) Me2C=NOR (V) R = 1-6C alkyl or 2-6C alkenyl (both optionally substituted by halo); X = Cl or Br; and Y = nucleofugous group.

    4.
    发明专利
    未知

    公开(公告)号:DE4244390A1

    公开(公告)日:1994-06-30

    申请号:DE4244390

    申请日:1992-12-29

    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.

    5.
    发明专利
    未知

    公开(公告)号:ES2129728T3

    公开(公告)日:1999-06-16

    申请号:ES95116246

    申请日:1995-10-16

    Applicant: BASF AG

    Abstract: An integrated process for the preparation of O-substituted hydroxyammonium salts of formula (I) without isolation of intermediates comprises: (a) reacting acetone with hydroxylammonium sulphate and sodium hydroxide solution to give acetone oxime of formula (II); (b) treating the obtained (II) solution with NaOH solution and completely eliminating water; (c) reacting the obtained suspension of acetone oxime sodium salt of formula (III) with an alkylating agent RY (IV) at 0.5-15 (preferably 1-4) bar and at up to 140 degrees C in presence of a phase transfer catalyst, to give an acetone oxime ether of formula (V); and (d) cleaving (V) with HX to give (I). Steps (a)-(c) are carried out in the same non-polar, aprotic solvent and step (d) is effected with concentrated acid. H2NOR.HX (I) Me2C=NOH (II) Me2C=NONa (III) Me2C=NOR (V) R = 1-6C alkyl or 2-6C alkenyl (both optionally substituted by halo); X = Cl or Br; and Y = nucleofugous group.

    9.
    发明专利
    未知

    公开(公告)号:DE59505578D1

    公开(公告)日:1999-05-12

    申请号:DE59505578

    申请日:1995-10-16

    Applicant: BASF AG

    Abstract: An integrated process for the preparation of O-substituted hydroxyammonium salts of formula (I) without isolation of intermediates comprises: (a) reacting acetone with hydroxylammonium sulphate and sodium hydroxide solution to give acetone oxime of formula (II); (b) treating the obtained (II) solution with NaOH solution and completely eliminating water; (c) reacting the obtained suspension of acetone oxime sodium salt of formula (III) with an alkylating agent RY (IV) at 0.5-15 (preferably 1-4) bar and at up to 140 degrees C in presence of a phase transfer catalyst, to give an acetone oxime ether of formula (V); and (d) cleaving (V) with HX to give (I). Steps (a)-(c) are carried out in the same non-polar, aprotic solvent and step (d) is effected with concentrated acid. H2NOR.HX (I) Me2C=NOH (II) Me2C=NONa (III) Me2C=NOR (V) R = 1-6C alkyl or 2-6C alkenyl (both optionally substituted by halo); X = Cl or Br; and Y = nucleofugous group.

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