178928-70-6

Basic information

• Product Name: PROTHIOCONAZOLE
• Synonyms: 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione;Prothioconazole PESTANAL;3H-1,2,4-Triazole-3-thione, 2-2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl-1,2-dihydro-;jau 6476;prothioconazole (bsi, pa iso);2-(2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl)-1H-1,2,4-triazole-3(2H)-thione;2-[2-(1-Chloro-cyclopropyl)-3-(2-chlorophenyl)-2-hydroxy-propyl]-1,2-dihydro-3H-1,2,4-Triazol-3-thione
• CAS NO: 178928-70-6
• Molecular Formula: C₁₄H₁₅Cl₂N₃OS
• Molecular Weight: 344.2594
• Mol File: 178928-70-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 139.1-144.5°
• Boiling Point: 486.7 °C at 760 mmHg
• Flash Point: 248.2 °C
• Appearance: UN3077 9/PG 3
• Density: 1.5 g/cm³
• Vapor Pressure: 2.75E-10mmHg at 25°C
• Refractive Index: 1.697
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.9(at 25℃)
• CAS DataBase Reference: PROTHIOCONAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: PROTHIOCONAZOLE(178928-70-6)
• EPA Substance Registry System: PROTHIOCONAZOLE(178928-70-6)

Safety Data

• Hazard Codes: Xi,N
• Statements: 51/53
• Safety Statements: 61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 2
• Hazardous Substances Data: 178928-70-6(Hazardous Substances Data)

Usage

Uses

Prothioconazole is an antifungal metabolite used in agricultural fungicides and herbicides.

InChI:InChI=1/C14H15Cl2N3OS/c15-11-4-2-1-3-10(11)7-14(20,13(16)5-6-13)8-19-12(21)17-9-18-19/h1-4,9,20H,5-8H2,(H,17,18,21)

Upstream product

• 517-23-7 3-acetyl-2-oxo-4,5-dihydrofuran 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 51512-09-5 2-(2-chlorophenyl)acetyl chloride 
• 946402-82-0 2-(2-chlorophenyl)-N-methoxy-N-methylacetamide 
• 139297-65-7 1-(1-chlorocyclopropyl)-2-(2-chlorophenyl)ethanone 
• 540-72-7 sodium thiocyanide 
• 222408-91-5 [2-(1-chloro-cycloprop-1-yl)-3-(2-chlorophenyl)-2-hydroxy]-propyl-1-hydrazine 
• 298-12-4 Glyoxilic acid 
• 1147550-11-5 ammonium thiocyanate 
• 222408-90-4 [2-(1-chlorocyclopropyl-1-yl)-1-(2-chlorophenyl)-2-hydroxy-3-propane]-(1,2,4-triazolidine-3-thiol-1-yl) 
• 7783-06-4 hydrogen sulfide 
• 872-50-4 1-methyl-pyrrolidin-2-one 

Downstream Products

• 199110-67-3 2-(1-chloro-cyclopropyl)-1(2-chlorophenyl)-3-[5-(4-chloro-benzoyl-mercapto)-1,2,4-triazol-1-yl]-propan-2-ol 
• 199391-98-5 di-{1-[2-(1-chlorocyclopropyl)-3-(2-chloro-phenyl)-2-hydroxy-propyl-1]-1,2,4-triazol-5-yl} disulphide 
• 199105-36-7 sodium salt of 2-(1-chloro-cyclopropyl)-1-(2-chlorophenyl)-3-(5-mercapto-1,2,4-triazol-1-yl)-propan-2-ol 
• 199851-46-2 2-(1-chloro-cyclopropyl)-1-(2-chloro-phenyl)-3-(4-methanesulphonyl-5-thiono-4,5-dihydro-1,2,4-triazol-1-yl)-propan-2-ol 

Relevant articles and documents

AN INDUSTRIAL SCALE PROCESS FOR THE PREPARATION OF PROTHIOCONAZOLE

The present invention relates to an industrial scale process for the preparation of Prothioconazole (I), which is simple, economical, efficient, user and environment friendly, moreover commercially viable with higher yield and greater chemical purity.

METHOD OF SYNTHESIZING 1,2,4-TRIAZOLE-3-THIONE COMPOUNDS AND INTERMEDIATES THEREOF

Disclosed is a method of synthesizing 1,2,4-triazole-3-thione compounds and intermediates thereof. The method includes reacting a hydrazine with glyoxylic acid to form a hydrazono acetic acid intermediate followed by reacting the latter with thiocyanate to obtain the 1,2,4-triazole-3-thione compound. The raw materials involved in the present method are readily available, and the reaction is very specific in terms of regioselectivity, resulting in minimum by-product and high product yield. There are neither specific requirements for special equipment nor special operations such as high vacuum, high temperature, anhydrous and oxygen-free manipulations. The process is simple and generates minimum wastes, suitable for industrial production.