Convenient synthesis of 1-alkyl-2, 5-bis(thiophenylmethylene)pyrroles using the Mannich reaction

✍ Scribed by In Tae Kim; Ronald L. Elsenbaumer

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 187 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)10786-9

✦ Synopsis

Aminomethylation of 1-alkylpyrrole (alkyl: hydrogen, methyl, hexyl, dodecyl )by aqueous formaldehyde and dimethylamine hydrochloride, followed by reaction with iodomethane, affords the l-alkyl-2,5-bis[ (trimethylamino) mCdiyl]pyrrole diiodide. These diiodide salt derivatives react with sodium thiophenoxide to give 1-alkyl-2,5-bis(thiophenyl methylene ) pyrrole yielding monomers found to be useful for synthesizing new conducting polymers.