Synthesis 2005(4): 600-604  
DOI: 10.1055/s-2004-837309
PAPER
© Georg Thieme Verlag Stuttgart · New York

Preparation of Novel Push-Pull Benzothiazole Derivatives with Reverse Polarity: Compounds with Potential Non-Linear Optic Application

Peter Hrobárik*, Ivica Sigmundová, Pavol Zahradník*
Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University Bratislava, Mlynská Dolina, 84215 Bratislava, Slovakia
Fax: +421(2)60296690; e-Mail: peter.hrobarik@savba.sk; e-Mail: zahradnik@fns.uniba.sk;
Further Information

Publication History

Received 5 October 2004
Publication Date:
22 December 2004 (eFirst)

Abstract

The hitherto unknown 6-dimethylaminobenzothiazole-2-carbaldehyde was prepared as a starting compound for the synthesis of novel push-pull benzothiazole derivatives with reverse polarity. These compounds are substituted at the 2-position by strong electron-acceptor groups and at the 6-position by NMe2 as strong electron-donor. The new method for synthesis of 6-dimethylaminobenzothiazole involved the successful use of sonochemical reductive methylation. Expected non-linear optical properties of target molecules were studied by EFISH method.

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