Abstract:
The invention relates to a method for producing o-chloromethyl benzoic acid chlorides of formula (I), in which R to R can be the same or different and represent hydrogen C1-C4 alkyl, halogen or trifluoromethyl, by reacting benzo-condensed lactones of formula (II), in which R to R have the above-mentioned meaning, with thionyl chloride. The inventive method is characterized in that the reaction is carried out in the presence of catalytic quantities of a Lewis acid and in the presence of catalytic quantities of a phosphine derivative.
Abstract:
The invention relates to a method for the production of 1-substituted 5-hydroxypyrazoles of formula (I) wherein R 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 R is C1-C6-alkyl or C3-C6-cycloalkyl, with phosgene (IVa), "diphosgene" (IVb) or "triphosgene" (IVc) to 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 R has the above cited meaning, to form 5-hydroxypyrazoles of formula (I).
Abstract:
The invention relates to a method for producing o-chloromethyl benzoic acid chlorides of formula (I), in which R to R can be the same or different and represent hydrogen C1-C4 alkyl, halogen or trifluoromethyl, by reacting benzo-condensed lactones of formula (II), in which R to R have the above-mentioned meaning, with thionyl chloride. The inventive method is characterized in that the reaction is carried out in the presence of catalytic quantities of a boric acid, boric acid anhydride, borate, boronic acid or boronic acid ester and in the presence of catalytic quantities of a quaternary ammonia salt.
Abstract:
The invention relates to a method for producing 1-substituted 5- and/or 3-hydroxypyrazoles of formulas (I) and (II), wherein R represents 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 3-alkoxyacrylic acid alkyl ester of formula (III), wherein R , R independently mean C1-C6-alkyl or C3-C6-cycloalky, with a hydrazine of formula (IV), wherein R has the above cited meaning, a) at a pH 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).
Abstract:
It is described 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 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 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 pH 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).
Abstract:
A process for preparing o-chloromethylbenzoyl chlorides of the formula I,in which R to R can be identical or different and are hydrogen, C1-C4-alkyl, halogen or trifluoromethyl, by reacting benzo-fused lactones of the formula II,in which R to R are as defined above, with thionyl chloride, which comprises carrying out the reaction in the presence of catalytic amounts of boric acid, boric anhydride, borate, boronic acid or boronic acid esters and catalytic amounts of a quaternary ammonium salt is described.
Abstract:
The invention relates to a method for producing o-chloromethyl benzoic acid chlorides of formula (I), in which R 1 to R 4 can be the same or different and represent hydrogen C 1 -C 4 alkyl, halogen or trifluoromethyl, by reaction benzo condensed lactones of formula (II), in which R 1 to R 4 have the above-mentioned meaning, with thionyl chloride. The inventive method is characterized in that the reaction is carried out in the presence of catalytic quantities of a Lewis acid and in the presence of catalytic quantities of a phosphine derivative.
Abstract:
The invention relates to a method for producing o-chloromethyl benzoic acid chlorides of formula (I), in which R 1 to R 4 can be the same or different and represent hydrogen C 1 -C 4 alkyl, halogen or trifluoromethyl, by reaction benzo condensed lactones of formula (II), in which R 1 to R 4 have the above-mentioned meaning, with thionyl chloride. The inventive method is characterized in that the reaction is carried out in the presence of catalytic quantities of a Lewis acid and in the presence of catalytic quantities of a phosphine derivative.
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.
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.