145770-87-2

Upstream product

• 95454-60-7 sodium 2,3-dichlorophenoxide 
• 117644-38-9 5,6-dichloro-2H-benzimidazole-2-spirocyclohexane 
• 576-24-9 2,3-dichlorophenol 

Downstream Products

• 145771-02-4 5,6-bis(2,3-dichlorophenoxy)-2-methoxycarbonylamino-1H-benzimidazole 
• 145770-99-6 5,6-bis(2,3-dichlorophenoxy)-2-trifluoromethyl-1H-benzimidazole 
• 145770-90-7 5,6-bis(2,3-dichlorophenoxy)-2-methylthio-1H-benzimidazole 
• 145770-93-0 5,6-bis(2,3-dichlorophenoxy)-1H-benzimidazole-2-(3H)-thione 
• 145770-91-8 4,5-bis(2,3-dichlorophenoxy)-o-phenylenediamine 

Relevant academic research and scientific papers

2H-Benzimidazoles (Isobenzimidazoles). Part 7. A New Route to Triclabendazole and Congeneric Benzimidazoles

A new synthesis of the selective anthelmintic agent triclabendazole 7 from the readily available 5,6-dichloro-2H-benzimidazole-2-spirocyclohexane 2 by simple steps is described.Analogous benzimidazoles difficult to prepare by conventional methods are similarly obtained.Triclabendazole can exist as a low-melting metastable solid (m.p. 85-90 deg C) convertible by heating or recrystallisation from ethanol into its stable form (m.p. 176-178 deg C).

SYNTHESIS AND REACTIONS OF 2H-BENZIMIDAZOLE-2-SPIROCYCLOHEXANES : AN APPLICATION OF "UMPOLING"

The title compounds are available through condensation of an o-phenylenediamine with cyclohexanone followed by oxidation of the resulting product with manganese dioxide.In this article we review their oxidation, reduction, and rearrangement reactions along with their reactions with nitrogen, oxygen, sulphur, and other nucleophiles.As well as the parent compound the reactions of the 5-chloro-, 5,6-dichloro-, 4,6-dibromo-, 5-phenylsulphonyl- and 5-methoxy-derivative are discussed in some detail.Some applications of the methodology developed, particularly to the synthesis of actual or potential benzimidazole anthelminthics, are given also.