Novex Talalmanyfejleszto Es Ertekesito Kulkereskedelmi Rt.

Nehezvegyipari Kutato Intezet

Novex Rt

Nitrokemia Ipartelepek

Mta Mezogazdasagi Kutato Intezet

Miklos Kovacs

Miklos Nadasy

Bela Bartha

Ferenc Mate

Otto Dobozy

Marton Kolcsei

Janos Vad

Eva Karacsonyi Nee Spindler

Zoltan Kolonics

Elemer Tomordi

Jeno Pelyva

Laszlo Lendvai

Ervin Vertesi

Balint Nagy

Andras Vass

Endre Sumegi

Gyorgy Huszak

Bela Gyorfi

Laszlo J Szabo

Andras Haas

Taszlo Kulcsar

Janos Besan

Laszlo Kulcsar

Eva Karacsonyi, Nee Spindler

Ferenc Maier

Jozsef Pernyeszi

Kornelia Domjan Nee Pinter

A process for the preparation of 1,2,4-triazole by reacting hydrazine, formic acid and formamide and/or ammonia in a molar ratio of 1 mole of hydrazine to 1 to 3 moles of formic acid to 1 to 2 moles of formamide and/or ammonia at a temperature of 140.degree. to 220.degree. C. The main advantage of the process of the invention resides in obtaining 1,2,4-triazole with an improved yield and purity.

Process for the preparation of 1,2,4-triazole

The invention relates to an improved method for the preparation of a 2',6'-dialkyl-N-alkoxymethyl-2-chloro-acetanilide compound of the general formula (I), ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are identical or different and stand for straight-chained or branched C.sub.1-4 alkyl groups. According to the invention a dialkyl aniline of the general formula (II), ##STR2## wherein R.sub.1 and R.sub.2 are as defined above, is treated with aqueous formaldehyde solution in an apolar solvent at a temperature of 30.degree. to 80.degree. C., the solution of the resulting oxymethyl derivative formed with said apolar solvent is separated from the aqueous formaldehyde solution at an elevated temperature and then dehydrated, the resulting azomethine derivative is reacted with chloroacetyl chloride in the same apolar solvent medium, the resulting chloromethyl compound is reacted with an alcohol of the general formula (V),

Process for the preparation of

A cation active soil-conditioning composition which comprises one or more active ingredients having the formulae ##STR1## wherein R is a C.sub.10-24 linear or branched alkyl, alkenyl or alk-dienyl group; R.sub.1 is hydrogen, R.sub.2 is hydrogen, C.sub.2-18 as a linear or branched alkyl, alkenyl, alk-dienyl or C.sub.2-18 -alpha-keto-group, R.sub.3 is a hydrogen; R.sub.3 ' if present is hydrogen or C.sub.1-8 alkyl; X and X' are formiate, acetate, propionate, hydrophosphate, hydroxyl, halogenide or nitrate; R.sub.4 methylene, ethylene or a polyglycol ether-group; m is a cardinal number from 1-6 and n is an integer from 1-6; R' is C.sub.10-24 linear or branched alkyl, alkenyl or alk-dienyl; R.sub.5, R.sub.6, R.sub.7 if present, is a hydrogen or taken together two substituents therefrom a CH.dbd.CH--CH.dbd.CH-- group; R.sub.8, R.sub.9, if present, hydrogen or methyl; y.sub.1 is a --CH.dbd. or oxygen; Y.sub.2 is --NH-- or oxygen; X' is halogenide, acetate, nitrate, sebacate, tartarate, propionate, phosphate, hydrogenphosphate, carbonate, hydrogencarbonate or formiate; m' is a cardinal number from 1-6; m' is an integer from 1-6; R.sub.10 and R.sub.11 are independently from each other hydrogen, ethyl, propyl, oxyethyl, oxypropyl, aminoethyl or aminopropyl-groups; R' is C.sub.9-24 linear or branched alkyl or alkenyl; X'' is nitrate, halogenide, formiate acetate, propionate or butyrate. There is also provided a process for improving the crop-bearing characteristics of soil, in which a composition containing the above active ingredient, is added to soil.

Method of increasing plant yield with soil conditioners

A cationactive soil-conditioning composition which comprises one or more active ingredients having the formulae ##STR1## wherein R is a C.sub.10-24 linear or branched alkyl, alkenyl or alk-dienyl group; R.sub.1 is hydrogen, R.sub.2 is hydrogen, C.sub.2-18 as a linear or branched alkyl, alkenyl, alk-dienyl or C.sub.2-18 -alpha-keto-group, R.sub.3 is a hydrogen; R.sub.3 ' if present is hydrogen or C.sub.1-8 alkyl; X and X' are formiate, acetate, propionate, hydrophosphate, hydroxyl, halogenide or nitrate; R.sub.4 methylene, ethylene, or a polyglycol ether-group; m is a cardinal number from 1-6 and n is an integer from 1-6; R' is C.sub.10-24 linear or branched alkyl, alkenyl or alk-dienyl; R.sub.5, R.sub.6, R.sub.7 if present, is a hydrogen or taken together two substituents therefrom a CH.dbd.CH--CH.dbd.CH-- group; R.sub.8, F.sub.9, if present, hydrogen or methyl; Y.sub.1 is a --CH.dbd. or oxygen; Y.sub.2 is --NH-- or oxygen; X' is halogenide, acetate, nitrate, sebacate, tartarate, propionate, phosphate, hydrogenphosphate, carbonate, hydrogencarbonate or formiate; m' is a cardinal number from 1-6; m' is an integer from 1-6; R.sub.10 and R.sub.11 are independently from each other hydrogen, ethyl, propyl, oxyethyl, oxypropyl, aminoethyl or aminopropyl-groups; R' is C.sub.9-24 linear or branched alkyl or alkenyl; X'' is nitrate, halogenide, formiate acetate, propionate or butyrate. There is also provided a process for improving the crop-bearing characteristics of soil, in which a composition containing the above active ingredient, is added to soil.

A cationactive soil-conditioning composition which comprises one or more active ingredients having the formulae ##STR1## wherein R is a C.sub.10-24 linear or branched alkyl, alkenyl or alk-dienyl group; R.sub.1 is hydrogen, R.sub.2 is hydrogen, C.sub.2-18 as a linear or branched alkyl, alkenyl, alk-dienyl or C.sub.2-18 -alpha-keto-group, R.sub.3 is a hydrogen; R.sub.3 ' if present is hydrogen or C.sub.1-8 alkyl; X and X' are formiate, acetate, propionate, hydrophosphate, hydroxyl, halogenide or nitrate; R.sub.4 methylene, ethylene or a polyglycol ether-group; m is a cardinal number from 1-6 and n is an integer from 1-6; R' is C.sub.10-24 linear or branched alkyl, alkenyl or alk-dienyl; R.sub.5, R.sub.6, R.sub.7 if present, is a hydrogen or taken together two substituents therefrom a CH.dbd.CH--CH.dbd.CH-- group; R.sub.8, R.sub.9, if present, hydrogen or methyl; Y.sub.1 is a --CH.dbd. or oxygen; Y.sub.2 is --NH-- or oxygen; X' is halogenide, acetate, nitrate, sebacate, tartarate, propionate, phosphate, hydrogenphosphate, carbonate, hydrogencarbonate or formiate; m' is a cardinal number from 1-6; m' is an integer from 1-6; R.sub.10 and R.sub.11 are independently from each other hydrogen, ethyl, propyl, oxyethyl, oxypropyl, aminoethyl or aminopropyl-groups; R' is C.sub.9-24 linear or branched alkyl or alkenyl; X'' is nitrate, halogenide, formiate acetate, propionate or butyrate. There is also provided a process for improving the crop-bearing characteristics of soil, in which a composition containing the above active ingredient, is added to soil.

Soil conditioners

Soil conditioning compositions in which the active component is a reactive tenside being (a) condensation products, having a molecular weight under 15,000, of one or more of (i) ethylenediamine, diethylenetriamine, propylenediamine, dipropylenediamine, guanidine, dicyandiamide, N-aminoethyl alkylamines, N-aminoethyl alkyleneamines, N-aminoethyl alkyldienamines, N-aminopropyl alkylamines, N-aminopropyl alkyleneamines, N-aminopropyl alk-dien-ylamines, imidazoline, imidazole, 1-aminoethyl-imidazoline, 1-aminoethyl-2-alkyl-2-imidazoline, and 1-aminoethyl-2-alkyl-2-imidazoline, and 1-aminoethyl-2-alkylene-2-imidazoline, with one or more of (ii) formaldehyde, acetaldehyde, propionaldehyde, C.sub.2-6 dihalogenealkanes; (b) alkyl- or alkylcarboxyamide end group-containing derivatives of reactions between the components of (a) which are partially or totally alkylated with C.sub.1-2 chain compounds having a molecular weight under 15,000, and (c) water-soluble condensation products of urea with formaldehyde, acetaldehyde, propionaldehyde, or dihalogenealkanes, and (d) acid addition salts of (a), (b), and (c). Process for using these reactive tenside-containing compositions involve applying the compositions to the soil.

Reactive tenside soil conditioners

Growing community of inventors

Veszprem, Hungary

Miklos Kovacs