Synthesis 2002(18): 2717-2724
DOI: 10.1055/s-2002-35992
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Simple Synthesis of 1-Acyl-3-aryl-3H-pyrrolo[2′,3′:4,5]pyrimido[6,1-b]benzothiazol-6-ium-2-olates: Betainic Derivatives of a Novel Heterocyclic System

Elizaveta V. Resnyanskayaa, Anton V. Tverdokhlebov*a, Yulian M. Volovenkoa, Oleg V. Shishkinb, Roman I. Zubatyukb
a Kiev National Taras Shevchenko University, Volodimirska str., 62, 01033, Kiev, Ukraine
e-Mail: atver@mail.univ.kiev.ua;
b Scientific Research Department of Alkali Halide Crystals, STC ‘Institute for Single Crystals’, National Academy of Sciences of Ukraine, 60 Lenina ave., 310001, Khar’kov, Ukraine
Further Information

Publication History

Received 10 July 2002
Publication Date:
06 December 2002 (online)

Preview

Abstract

The title compounds were obtained by acylation of 5-amino-1-aryl-4-(2-benzothiazolyl)-2,3-dihydro-2-pyrrolones with 3-fold excess of acid chlorides. Starting pyrrolones were prepared in high yields by alkylation of 2-benzothiazoleacetonitrile with chloroacetic acid anilides. An X-ray crystallographic study of 1-benzoyl-3,5-diphenyl-3H-pyrrolo[2′,3′:4,5]pyrimido[6,1-b]benzo­thiazole-6-ium-2-olate was carried out to confirm the structure of title compounds unambiguously. The charge distribution in the obtained betaines was discussed.