FIELD: chemistry.
SUBSTANCE: invention relates to organic chemistry and chemistry of heterocyclic compounds, namely to an improved method of producing 1,2,4-triazole derivatives with substituted azaheterocyclic radicals of formula (I). Method involves reaction of S,S-dimethylcyanodithioimidocarbamate with amines while boiling in an organic solvent, subsequent reaction of the formed N-cyano-S-methylisothioureas with hydrazine hydrate, extraction of the product by filtration, washing and drying. Method is characterized by that the reaction of S,S-dimethylcyanodithioimidocarbamate is carried out with secondary heterocyclic amines while boiling in isopropyl alcohol for 3 hours, 100 ml of isopropyl alcohol is used per 1 mole of S,S-dimethylcyanodithioimidocarbamate. Then the solution is cooled to 50 °C and hydrazine hydrate is added thereto, the mixture is boiled for 45-150 minutes, wherein molar ratio of reagents is used: dimethylcyanodithioimidocarbamate : secondary heterocyclic amine : hydrazine hydrate = 1:1:1.00-2.50. Before extracting the product, the mixture is cooled to room temperature, the precipitate formed during cooling of the solution is washed with isopropanol preheated to temperature of 48±5 °C, in an amount of not less than 1/2 of the volume of isopropanol used in the synthesis.
where R is a substituent selected from :
EFFECT: high output of the end product and low consumption of hydrazine hydrate.
1 cl, 1 dwg, 11 ex
Title | Year | Author | Number |
---|---|---|---|
CORROSION INHIBITOR FOR COPPER AND COPPER-CONTAINING ALLOYS IN NEUTRAL CHLORIDE SOLUTIONS (OPTIONS) | 2017 |
|
RU2679022C2 |
5-ALKYLTHIO-4-(3-TRIAZOL-1,2,4-YLMETHYL)-1-OXADIAZOLES, A METHOD OF THEIR PREPARATION AND FUNGICIDAL COMPOSITIONS BASED ON THEM | 2023 |
|
RU2810785C1 |
METHOD OF PRODUCING 4,5-DISUBSTITUTED 2,4-DIHYDRO-3N-1,2,4-TRIAZOLE-3-THIONES | 2008 |
|
RU2372338C2 |
NEW 1-(-D-RIBOFURANOSIL-3-(5-SUBSTITUTED-1,2,4-OXADIAZOLE-3-YL)-1,2,4-TRIAZOLES WITH ANTI-VIRAL PROPERTIES AND METHOD FOR THEIR PRODUCTION | 2016 |
|
RU2629360C1 |
METHOD OF PRODUCING 4,5-DISUBSTITUTED-1,2,4-TRIAZOLE-3-THIONES | 2023 |
|
RU2819169C1 |
2-ALKYLTHIO-5-(1,2,4-TRIAZOL-1-YLMETHYL)-1,3,4-OXADIAZOLES, METHOD FOR THEIR PREPARATION AND FUNGICIDAL COMPOSITIONS BASED ON THEM | 2022 |
|
RU2794339C1 |
METHOD OF PRODUCING N-ALKYL-N-{[3-ALKYL-3,8-DIAZABICYCLO[3_2_1]OCTA-1(7),5-DIEN-8-YL]METHYL}AMINES AND USE THEREOF AS ANTIMICROBIAL ACTIVITY AGENTS | 2018 |
|
RU2739761C2 |
METHOD FOR PREPARING 2-(AZOL-1-YL)ETHANEAMINES | 2006 |
|
RU2317984C2 |
2-ALKYLTHIO-5-(1H-1,2,4,-TRIAZOLE-1-ILMETHYL)-1,3,4-THIADIAZOLES, METHOD FOR PRODUCTION THEREOF AND FUNGICIDAL COMPOSITIONS BASED THEREON | 2020 |
|
RU2757808C1 |
METHOD OF PRODUCING NORBORNANE DERIVATIVES | 2011 |
|
RU2456262C1 |
Authors
Dates
2025-04-24—Published
2024-11-26—Filed