68049-71-8

Basic information

• Product Name: 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one
• Synonyms: 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one
• CAS NO: 68049-71-8
• Molecular Weight: 300.144
• Mol File: 68049-71-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one(68049-71-8)
• EPA Substance Registry System: 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one(68049-71-8)

Safety Data

• Hazardous Substances Data: 68049-71-8(Hazardous Substances Data)

Usage

Molecular structure

The compound has a complex structure that includes a triazolo ring system connected to a pyridine ring.

Functional groups

It contains a dichloro-hydroxyphenyl group and a tetrahydro-3(2H)-one moiety.

Chemical classification

It is a chemical compound belonging to the class of 1,2,4-triazoles.

Potential pharmaceutical applications

Due to its structural features and functional groups, it may exhibit biological activities and could be studied for its potential use in drug development.

Further research and testing

Additional research and testing would be needed to determine the specific properties and potential uses of 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one.

Upstream product

• 67669-19-6 N-(2,4-dichloro-5-hydroxyphenyl)acetamide 
• 591-27-5 m-Hydroxyaniline 
• 2304-58-7 5-cyanovaleramide 
• 189573-21-5 (2,4-dichloro-5-hydroxy)phenylhydrazine hydrochloride 
• 39489-79-7 4,6-dichloro-1-hydroxy-3-aminobenzene 
• 111-69-3 hexanedinitrile 
• 96232-90-5 methyl N-(4-cyanobutyl)carabamate 

Downstream Products

• 68049-83-2 azafenidin 
• 68049-72-9 2-[2,4-dichloro-5-(2-chloro-ethoxy)-phenyl]-5,6,7,8-tetrahydro-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one 
• 68049-92-3 2-[2,4-dichloro-5-(3-oxo-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-2-yl)-phenoxy]-propionic acid ethyl ester 

Relevant articles and documents

Discovery and development of a commercial synthesis of azafenidin

A commercial synthesis of the DuPont herbicide azafenidin is described. Discovery of a novel synthesis of the triazolinone ring system and a practical, environmentally benign process to 5-cyanovaleramide were critical breakthroughs in enabling azafenidin to be manufactured at an acceptable cost. The process began with the selective hydrolysis of DuPont's nylon intermediate, adiponitrile, to 5-cyanovaleramide. This was converted via Hofmann rearrangement and Pinner-type cyclization to afford the key amidine carboxylate intermediate containing both carbon atoms of the triazolinone ring. The preservation of all six carbon atoms of adiponitrile set up a 2 + 3 cyclocondensation with arylhydrazines, which replaced a costly 4 + 1 cyclocondensation of an amidrazone with phosgene or a phosgene surrogate used in the original route. This new triazolinone process was optimized to afford the commercial product in a highly efficient and economical fashion.

Herbicidal substituted bicyclic triazoles

Substituted bicyclic triazole compounds essentially as shown in Formula I, agricultural compositions containing them, and the method of use of these compounds as herbicides for the control of undesired vegetation in crops STR1