Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2004(1): 17-19
DOI: 10.1055/s-2003-44377
DOI: 10.1055/s-2003-44377
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
New Cyclizing Reagent for the Synthesis of 1,3,4-Thiadiazoles
Further Information
Received
27 August 2003
Publication Date:
17 December 2003 (online)
Publication History
Publication Date:
17 December 2003 (online)
Abstract
A new cyclizing reagent is proposed for the synthesis of 5-unsubstituted 1,3,4-thiadiazoles. The latter are formed in good yields by the reactions of thiohydrazides with diethyl chlorophosphate in DMF.
Key words
oxamic thiohydrazides - diethyl chlorophosphate - phosphorus oxychloride - dimethylformamide - unsubstituted carbamoyl-1,3,4-thiadiazoles
- 1
Katrizky A. Comprehensive Heterocyclic Chemistry Vol. 6: Pergamon; Oxford: 1984. - 2
Diamond S, andSevrain C. inventors; PCT Int. Appl., WO 2003016870. ; Chem. Abstr. 2003, 138, 198554 - 3
Nakao H,Matsuzaki Y,Tohnishi M,Mmorimoto M,Fujioka S,Takemoto T, andMamezuka K. inventors; PCT Int. Appl., WO 2002092584. ; Chem. Abstr. 2002, 137, 384845 - 4
Takatori Y,Yamaguchi T, andNagakura M. inventors; Jpn Kokai Tohkyo Koko 8028946. ; Chem. Abstr., 1980, 93, 114536 - 5
Gadwood R,Barbachyn M,Toops D, andVaillancourt V. inventors; US Pat. 5736545. ; Chem. Abstr. 1998, 128, 270612 - 6
Sulphur, Selenium and Tellurium, Specialist Periodical Reports
Vol. 2:
The Chemical Society;
London:
1973.
- 7
Aromatic and Heteroaromatic Chemistry, Specialist Periodical Reports
Vol. 2:
The Chemical Society;
London:
1974.
- 8
Hackbarth C.Chen D.Lewis J.Clark K.Mangold J.Cramer J.Margolis P.Wang W.Koehn J.Wu C.Lopez S.Withers G.Gu H.Dunn E.Kulathila R.Pan S.Porter W.Jacobs J.Trias J.Patel D.Weidmann B.White RJ.Yuan Z. Antimicrob. Agents Chemother. 2002, 46: 2752 - 9
Kristen R,Mullrt K, andJansen J. inventors; Ger Offen. DE 4233195. ; Chem. Abstr. 1994, 120, 323579m - 10
Yarovenko VN.Shirokov AV.Krupinova ON.Zavarzin IV.Krayushkin MN. Zh. Org. Khim. 2003, 39: 1204 - 11
Treppendahl S.Jakobsen P. Acta Chem. Scand. Ser. B 1977, 31: 264 - 12
Thiel W.Mayer R. J. Prakt. Chem. 1989, 331: 649