Method of producing n,n'-diazole compounds

Details Method of producing n,n'-diazole compounds Method of producing n,n'-diazole compounds

C - Chemistry, Metallurgy

07

D

C07D 233/61 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2278179

Describes a method of producing N,N'-diazole compounds, e.g. N,N'- carbonyldiimidazole, by reacting in an inert solvent, e.g., toluene, a 1- unsubstituted 1H-azole compound, e.g., 1H-imidazole, and a dihalide compound, e.g., phosgene, in the presence of an organic base, e.g., a tertiary amine such as tri(n-butyl)amine. The molar ratio of the 1-unsubstituted 1H-azole compound to the dihalide compound may range from 1.7:1 to 2.3:1. The organic base: 1-unsubstituted 1H-azole compound molar ratio is 1:1 when the molar ratio of the 1-unsubstituted 1H-azole compound to the dihalide compound is less than 2:1. The organic base has a basicity greater than that of the 1- unsubstituted 1H-azole compound, and along with its hydrohalide salt is soluble in the inert solvent.

Procédé d'élaboration de composés N, N'-diazole, par exemple N, N'-carbonyldiimidazole, consistant à établir la réaction dans un solvant inerte, par exemple toluène, d'un composé 1H-azole 1-non substitué, par exemple 1H-imidazole, et d'un composé dihaloïde, par exemple phosgène, en présence d'une base organique, par exemple amine tertiaire du type tri(n-butyl)amine. Le rapport molaire entre le composé 1H-azole non substitué en 1 et le composé dihaloïde peut aller de 1,7 : 1 à 2,3 : 1. Le rapport molaire entre la base organique et le composé 1H-azole non substitué en 1 est 1 : 1 lorsque le rapport molaire entre le composé 1H-azole non substitué en 1 et le composé dihaloïde est inférieur à 2 : 1. La base organique a une basicité supérieure à celle du composé 1H-azole non substitué en 1, et elle est soluble dans le solvant inerte avec son sel d'hydrohaloïde.

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