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Sulfur addition to aldimines: thioamides, not thiaziridines, as products; revision of an old report


Mloston, Grzegorz; Depczynski, Robert; Woznicka, Marta; Laur, Peter; Englert, Ulli; Hu, Chunhua; Heimgartner, Heinz (2005). Sulfur addition to aldimines: thioamides, not thiaziridines, as products; revision of an old report. Journal of Sulfur Chemistry, 26(2):111-117.

Abstract

The reaction of 4-(phenylimino)butan-2-ol with ammonium polysulfide in refluxing EtOH yields 3-hydroxy-N-phenylbutanethioamide as the only isolated product. The structure has been established by single-crystal X-ray diffraction. Treatment of N-benzylidenamines with ammonium polysulfide has proven a general method for the preparation of thiobenzamides.

The reaction of 4-(phenylimino)butan-2-ol with ammonium polysulfide in refluxing EtOH yields 3-hydroxy-N-phenylbutanethioamide as the only isolated product. The structure has been established by single-crystal X-ray diffraction. Treatment of N-benzylidenamines with ammonium polysulfide has proven a general method for the preparation of thiobenzamides.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:April 2005
Deposited On:25 Apr 2013 09:44
Last Modified:05 Apr 2016 16:44
Publisher:Taylor & Francis
ISSN:1741-5993
Funders:Polish State Committee for Scientific Research (Grant No. 4 T09A 046 25), F. Hoffmann-La Roche AG, Basel
Additional Information:This is an Author's Accepted Manuscript of an article published in Mloston, Grzegorz; Depczynski, Robert; Woznicka , Marta; Laur, Peter; Englert, Ulli; Hu, Chunhua; Heimgartner, Heinz (2005). Sulfur addition to aldimines: thioamides, not thiaziridines, as products; revision of an old report. Journal of Sulfur Chemistry, 26(2):111-117. Copyright Taylor & Francis, available online at: http://www.tandfonline.com/10.1080/17415990500056788
Publisher DOI:https://doi.org/10.1080/17415990500056788
Permanent URL: https://doi.org/10.5167/uzh-77375

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