Processes for producing 1-substituted-2-cyanoimidazole...

C - Chemistry – Metallurgy – 07 – D

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C07D 233/90 (2006.01) C07C 45/63 (2006.01) C07C 251/48 (2006.01) C07D 233/54 (2006.01)

Patent

CA 2157753

A process for producing 1-substituted-2-cyanoimidazole compounds is described, which comprises (1) undergoing a reaction of a compound represented by formula (IV), hydroxylamine or a mineral acid salt thereof, and glyoxal or glyoxime to produce a compound represented by formula (III), (2) undergoing a reaction of the compound represented by formula (III) with thionyl chloride or thionyl bromide in the presence of N,N-dialkylamide to produce a reaction mixture, and then reacting the produced reaction mixture with sulfur chloride to produce a 2-cyanoimidazole compound represented by formula (II), and (3) undergoing a sulfamoylation reaction and an isomerization reaction of the 2-cyanoimidazole compound represented by formula (II) and a compound represented by formula (V) in the presence of at least one base selected from carbonates of alkali metals and bicarbonates of alkali metals and a polar solvent to produce a 1-substituted-2-cyanoimidazole compound represented by formula (I-b). The substituents in formulae are specifically defined in the specification. (See formula IV) (See formula III) (See formula II) Hal-SO2N(R1)R2 (V) (See formula I-b)

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