METHOD FOR THE PRODUCTION OF 1,2,4-TRIAZOLYLMETHYL-OXIRANES

    公开(公告)号:AU2003242638A1

    公开(公告)日:2004-01-06

    申请号:AU2003242638

    申请日:2003-06-06

    Applicant: BASF AG

    Abstract: The present invention relates to a process for the preparation of 1,2,4-triazol-1-ylmethyloxiranes of the formula I in which A and B are identical or different and, independently of one another, are C 1 -C 4 -alkyl, phenyl-C 1 -C 2 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkenyl, tetrahydropyranyl, tetrahydrofuranyl, dioxanyl or phenyl, where the phenyl radical can carry one to three substituents chosen from the group: halogen, nitro, C 1 -C 4 -alkyl, C l -C 4 -alkyloxy, phenoxy, amino, C 1 -C 2 -haloalkyl or phenylsulfonyl, which comprises reacting a) an oxirane of the formula II in which A and B have the meanings given above and L is a nucleophilically substitutable leaving group, with 4-amino-1,2,4-triazole of the formula III to give 4-amino-1,2,4-triazolium salts of the formula IV and b) deaminating the 4-amino-1,2,4-triazolium salts IV with alkali metal nitrites and acid or organic nitrites to give 1,2,4-triazol-1-ylmethyloxiranes of the formula I, and to 4-aminotriazolium salts of the formula IV as intermediates.

    34.
    发明专利
    未知

    公开(公告)号:BRPI0417433B1

    公开(公告)日:2014-03-18

    申请号:BRPI0417433

    申请日:2004-12-14

    Applicant: BASF AG

    Abstract: The invention relates to a method for producing 2,3-cis-substituted 2-aryl propenals by condensing a 2-aryl acetaldehyde I with a non-enolizable aldehyde compound II in the presence of a base. The inventive method is characterized in that the reaction is carried out in a solvent mixture comprising at least one water-miscible organic solvent and water at a volume ratio V solvent :V water ranging between 10:1 and 0.5:1.

    METHOD FOR THE PRODUCTION OF 1,2,4-TRIAZOLYLMETHYL-OXIRANES

    公开(公告)号:CA2488828C

    公开(公告)日:2011-05-24

    申请号:CA2488828

    申请日:2003-06-06

    Applicant: BASF AG

    Abstract: The invention relates to a method for the production of 1,2,4-triazol-1-yl-methyl-oxiranes of formula (I) wherein A and B are the same or different and independently represent C1-C4-alkyl, phenyl-C1-C2-alkyl,. C3 --C6-cycloalkyl, C3-C6-cycloalkenyl, tetrahydropyranyl, tetrahydrofuranyl, dioxanyl or phenyl. The phenyl radical can contain 1 3 substituents selected form the group: halogen, nitro, C1-C4-alkyl, C1-C4-alkyloxy, phenoxy, amino, C1-C2-halogenalkyl or phenylsulfonyl, characterised in that a) an oxirane of formula (II) wherein A and B have the above mentioned meaning and L represents a nucleophilically substitutable leaving group which is reacted with 4-amino-1,2,4-triazol of formula (III), IV to form 4-amino-1,2,4-triazolium salts of formula (IV). The invention also relates to a method for the production of l,2,4-triazolylmethyl-oxiranes.

    MODIFICACIONES CRISTALINAS DE PIRACLOSTROBINA Y PROCEDIMIENTO PARA PREPARARLAS

    公开(公告)号:PE00902007A1

    公开(公告)日:2007-02-09

    申请号:PE0006812006

    申请日:2006-06-16

    Applicant: BASF AG

    CPC classification number: A01N47/24 C07D231/22 A01N25/04 A01N25/02 A01N2300/00

    Abstract: SE REFIERE A UNA MODIFICACION CRISTALINA IV, LA CUAL EN UN DIFRACTOGRAMA DE POLVO DE RAYOS X A 25°C DEMUESTRA POR LO MENOS TRES DE LOS REFLEJOS SIGUIENTES: d=6,02± 0,01 Å, d=4,78± 0,01 Å, d=4,01± 0,01 Å, d=3,55± 0,01 Å Y d=3,01± 0,01 Å; TENIENDO UN PUNTO DE FUSION ENTRE 62°C Y 72°C, Y UN CONTENIDO DE PIRACLOSTROBINA POR LO MENOS DE 98% EN PESO. UNA MODIFICACION CRISTALINA II, LA CUAL EN UN DIFRACTOGRAMA DE POLVO DE RAYOS X A 25°C DEMUESTRA POR LO MENOS CUATRO DE LOS REFLEJOS SIGUIENTES: d=5,93± 0,01 Å, d=5,82± 0,01 Å, d=4,89± 0,01 Å, d=4,78± 0,01 Å Y d=4,71± 0,01 Å, d=3,97± 0,01 Å, d=3,89± 0,01 Å, d=3,77± 0,01 Å; d=3,75± 0,01 Å, d=3,57± 0,01 Å Y d=3,43± 0,01 Å; TENIENDO UN PUNTO DE FUSION ENTRE 57°C Y 58°C, Y UN CONTENIDO DE PIRACLOSTROBINA POR LO MENOS DE 98% EN PESO. DICHAS MODIFICACIONES SE USAN PARA CONTROLAR HONGOS FITOPATOGENOS. EL PROCEDIMIENTO PARA PREPARALAS INCLUYE: a) PREPARAR UNA SUSPENSION DE O DISOLVER UNA FORMA DE PIRACLOSTROBINA DIFERENTE DE LA MODIFICACION IV, A UNA TEMPERATURA SUPERIOR A 50°C, EN UN SOLVENTE ORGANICO O MEZCLA SOLVENTE QUE COMPRENDE POR LO MENOS 70% EN VOLUMEN DE POR LO MENOS UN SOLVENTE ORGANICO TOTALMENTE MISCIBLE EN AGUA (ALCANOLES C1-C4, ACETONA Y BUTANONA) Y SI FUERA APROPIADO HASTA 30% EN VOLUMEN DE AGUA; Y, b) EFECTUAR LA CRISTALIZACION DE PIRACLOSTROBINA DURANTE POR LO MENOS 10 HORAS, Y/O EN PRESENCIA DE NUCLEOS CRISTALINOS DE MODIFICACION IV, ENFRIANDO LA SOLUCION O AGREGANDO AGUA A LA SOLUCION DE PIRACLOSTROBINA

    Preparation of optically active 2,3-diarylepoxide compounds comprises epoxidizing diaryl compounds and optionally separating the obtained enantiomeric mixture

    公开(公告)号:DE102005035395A1

    公开(公告)日:2007-02-01

    申请号:DE102005035395

    申请日:2005-07-28

    Applicant: BASF AG

    Abstract: Preparation of optically active 2,3-diarylepoxide compounds (Ia)-(Id) comprises epoxidizing diaryl compounds (IIa) or (IIb) and optionally separating the obtained enantiomeric mixture. Preparation of optically active 2,3-diarylepoxide compounds of formula (Ia)-(Id) comprises epoxidizing diaryl compounds of formula (IIa) or (IIb) and optionally separating the obtained enantiomeric mixture. R : CH2X, CHO, CH=NR1>, CH=NNR2>, COOH, COOR3>, CONR4>R5> or CN; X : OH, O-SO2R6> or halo; R1>H, OH, 1-8C-alkyl or aryl; R2>H, 1-8C-alkyl or aryl; R3>1-8C-alkyl, 2-8C-hydroxyalkyl or arylalkyl; either R4>, R5>H, 1-8C-alkyl, 2-8C-hydroxyalkyl, aryl or arylalkyl; or R4>R5>N : 5-6 membered (un)saturated ring with 1-3 heteroatoms; and R6>1-8C (halo)alkyl or aryl. Independent claims are included for: (1) new 2,3-diarylepoxide compounds (Ia)-(Id); and (2) preparation of (1,2,4)triazol-1-ylmethyloxirane compounds of formula (IIIa) or (IIIb) comprising either reductive amination of (Ia) or (Ib) (when R is CHO) in the presence of 1H-(1,2,4)triazole or reduction of (Ia) or (Ib) (when R is CONR4>R5> and NR4>R5> form a 1H-(1,2,4)triazole-1-yl ring). Provided that: (a) in (Ia) and (Ib) R is not CH2X or COOH; and (b) R4> and R5> may also be 1-8C hydroxyalkyl. [Image] [Image] [Image].

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