Synthesis of Thieno[2,3-d]-1,3-dithiol-2-thiones from Thieno[2,3-d]-1,2,3-thiadiazoles: Matryoshka-type autoclave for high-temperature, high-pressure thermolysis microscale reactions

doi:10.3390/70200145

This article is

freely available
re-usable

Molecules 2002, 7(2), 145-154; doi:10.3390/70200145

Article

Synthesis of Thieno[2,3-d]-1,3-dithiol-2-thiones from Thieno[2,3-d]-1,2,3-thiadiazoles: Matryoshka-type autoclave for high-temperature, high-pressure thermolysis microscale reactions

Ulrich Jordis^1,* , Kaberi Bhattacharya¹, Philip Y. Boamah¹ and Ving J. Lee²

¹ Institute of Organic Chemistry, VUT, A-1060 Vienna, Getreidemarkt 9, Austria ² Microcide Pharmaceuticals Inc., 1335 Carvo Court, Los Altos, CA 94024, USA

* Author to whom correspondence should be addressed.

Received: 23 December 2001 / Accepted: 6 February 2002 / Published: 28 February 2002

Download PDF Full-Text [157 KB, uploaded 2 October 2008 16:18 CEST]

Abstract: Thieno[2,3-d]-1,2,3-thiadiazoles (1) react with carbon disulfide in a "Matryoshkatype" double compartment autoclave [1] to yield thieno[2,3-d]-1,3-dithiol-2-thiones (2). With BH₃/Me₂S the cyclic trithiocarbonate (2d) is cleaved and the product characterized after methylation as 4b. Compounds 7a and 7b are prepared via the thieno[2,3-d]-1,3-dithiolium salts (6) followed by NaBH4-reduction.

Keywords: 1; 3-dipolar cycloaddition; high pressure reaction

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Jordis, U.; Bhattacharya, K.; Boamah, P.Y.; Lee, V.J. Synthesis of Thieno[2,3-d]-1,3-dithiol-2-thiones from Thieno[2,3-d]-1,2,3-thiadiazoles: Matryoshka-type autoclave for high-temperature, high-pressure thermolysis microscale reactions. Molecules 2002, 7, 145-154.

AMA Style

Jordis U, Bhattacharya K, Boamah PY, Lee VJ. Synthesis of Thieno[2,3-d]-1,3-dithiol-2-thiones from Thieno[2,3-d]-1,2,3-thiadiazoles: Matryoshka-type autoclave for high-temperature, high-pressure thermolysis microscale reactions. Molecules. 2002; 7(2):145-154.

Chicago/Turabian Style

Jordis, Ulrich; Bhattacharya, Kaberi; Boamah, Philip Y.; Lee, Ving J. 2002. "Synthesis of Thieno[2,3-d]-1,3-dithiol-2-thiones from Thieno[2,3-d]-1,2,3-thiadiazoles: Matryoshka-type autoclave for high-temperature, high-pressure thermolysis microscale reactions." Molecules 7, no. 2: 145-154.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert