Synthesis of pyrrole-2-carbonitriles

C - Chemistry – Metallurgy – 07 – D

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C07D 207/416 (2006.01) C07B 43/08 (2006.01)

Patent

CA 2560964

The instant invention concerns processes for the production of pyrrole-2- carbonitriles such as 1-methylpyrrole-2-carbonifirile. Such processes preferably comprise the steps of reacting a pyrrole with chlorosulfonyl isocyanate in the presence of a solvent and contacting the resulting product with a molar excess of an amide such as N,N-dimethylformamide. The product of this contacting step is then contacted with a molar excess of an organic base to produce a precipitate and a solution phase. The precipitate is then separated from the solution phase and the corresponding pyrrole-2-carbonitrile is isolated from the resulting solution phase.

La présente invention concerne des processus de production de pyrrole-2-carbonitriles tels que le 1-méthylpyrrole-2-carbonitrile. Ces processus comprennent de préférence les étapes suivantes: la réaction d'un pyrrole avec de l'isocyanate de chlorosulfonyle en présence d'un solvant et la mise en contact du produit résultant avec un excédent molaire d'un amide tel que le N,N-diméthylformamide. Le produit de cette étape de mise en contact est ensuite mis en contact avec un excédent molaire d'une base organique pour produire un précipité et une phase solution. Le précipité est ensuite séparé de la phase solution et le pyrrole-2-carbonitrile correspondant est isolé de la phase solution résultante.

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