Synthesis, Structure and Reactions of 1,3-Dimethyl-5-bis(thiomethyl)methylenebarbituric Acid-Reference-Cited by-同舟云学术

Synthesis, Structure and Reactions of 1,3-Dimethyl-5-bis(thiomethyl)methylenebarbituric Acid

Published:2009-01-01 Issue:1 Volume:64 Page:106-110
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Sweidan Kamal¹,Abu-Rayyan Ahmed²,Al-Sheikh Ahmad³,Maichle-Mößmer Cäcilia⁴,Steimann Manfred⁴,Kuhn Norbert⁴

Affiliation:

1. Faculty of Pharmacy, Al-Zaytoonah University of Jordan, P. O. Box (130) 11733, Amman, Jordan

2. Faculty of Pharmacy, Al Isra Private University, P. O. Box 22 and 23, Al Isra University Post Office, 11622 Jordan

3. Department of Pharmacy, The University of Petra, P. O. Box 961343, Amman, Jordan

4. Institut für Anorganische Chemie der Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany

Abstract

1,3-Dimethyl-5-bis(thiomethyl)methylenebarbituric acid (8) is obtained from 1,3-dimethylbarbituric acid and CS2/NEt3 followed by alkylation with methyl iodide. Compound 8 reacts with aqueous ammonia to give 5-amino(thiomethyl)methylene-1,3-dimethylbarbituric acid (9). With benzylamine, the thiomethyl substituent in 9 is replaced to give 5-amino(benzylamino)methylene-1,3- dimethylbarbituric acid (10) while with methanesulfonic acid the sulfonate salt 11 is formed. The crystal structures of 8 and 9 are reported.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-2009-0114/pdf

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