Phosphorus pentachloride-induced transformation of (1,2,3-thiadiazol-5-yl) hydrazones of acetophenone / Kalinina T.A., Prokhorova P.E., Glukhareva T.V., Morzherin Yu.Yu. // Russian Chemical Bulletin. - 2011. - V. 60, l. 5. - P. 981-984.

ISSN:
10665285
Type:
Article
Abstract:
Reactions of (4-ethoxycarbonyl-1,2,3-thiadiazol-5-yl)hydrazones of acetophenone with PCl5 led to transformation of the 1,2,3-thiadiazole moiety involving four atoms of the side chain to give 6-aryl-5H-[1,2,3] triazolo[5,1-b][1,3,4]thiadiazine-3-carbonyl chlorides. Reaction of the latter with alcohols and amines gave the corresponding esters and amides. © 2011 Springer-Verlag.
Author keywords:
1,2,3-thiadiazoles; 1,2,3-triazoles; [1,2,3]triazolo-[5,1-b][1,3,4]thiadiazines; Dimroth rearrangement; heterocyclization; hydrazones; phosphorus pentachloride
Index keywords:
нет данных
DOI:
10.1007/s11172-011-0154-3
Смотреть в Scopus:
https://www.scopus.com/inward/record.uri?eid=2-s2.0-83455173498&doi=10.1007%2fs11172-011-0154-3&partnerID=40&md5=df7f070ddd0f8d31b848e3ae1ff63ea2
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Link https://www.scopus.com/inward/record.uri?eid=2-s2.0-83455173498&doi=10.1007%2fs11172-011-0154-3&partnerID=40&md5=df7f070ddd0f8d31b848e3ae1ff63ea2
Affiliations Ural Federal University, 19 ul. Mira, Ekaterinburg 620002, Russian Federation
Author Keywords 1,2,3-thiadiazoles; 1,2,3-triazoles; [1,2,3]triazolo-[5,1-b][1,3,4]thiadiazines; Dimroth rearrangement; heterocyclization; hydrazones; phosphorus pentachloride
References Morzherin, Yu., Glukhareva, T.V., Bakulev, V.A., (2003) Khim. Geterotsikl. Soedin., p. 803; (2003) Chem. Heterocycl. Compd. (Engl. Transl.), 39, p. 679; Kindt-Larsen, T., Pedersen, C., (1985) Acta Chem. Scand., 16, p. 3871; L'Abbé, G., (1984) J. Heterocycl. Chem., 21, p. 627. , 10.1002/jhet.5570210301; Bakulev, V.A., Shafran, Y.M., Shevyrin, V.A., Yu. Kolobov, M., (1993) Khim. Geterotsikl. Soedin., p. 840; (1993) Chem. Heterocycl. Compd. (Engl. Transl.), 29, p. 724; G. L'abbé, (1993) J. Chem. Soc., Perkin Trans., 1, p. 1719; Bakulev, V.A., Tarasov, E.V., Morzherin, Yu., Toppet, S., Dehaen, V., (1997) Bull. Soc. Chim. Belg., 106, p. 643. , 1:CAS:528:DyaK1cXlsFCnsA%3D%3D; L'Abbé, G., (1990) Bull. Soc. Chim. Belg., 99, p. 281. , 10.1002/bscb.19900990410; Morzherin, Yu., Bakulev, V.A., Dankova, E.F., Mokrushin, V.S., (1994) Khim. Geterotsikl. Soedin., p. 548; (1994) Chem. Heterocycl. Compd. (Engl. Transl.), 30, p. 483; Glukhareva, T.V., Dyudya, L.V., Morzherin, Yu., Tkachev, A.V., Bakulev, V.A., (2003) Khim. Geterotsikl. Soedin., p. 134; (2003) Chem. Heterocycl. Compd. (Engl. Transl.), 39, p. 126; Kropotina, P.E., Dyudya, L.V., Glukhareva, T.V., Morzherin, Yu., Bakulev, V.A., Van Hecke, K., Van Meervelt, L., Dehaen, W., (2006) Mendeleev Commun., 16, p. 76. , 10.1070/MC2006v016n02ABEH002309; Glukhareva, T.V., Morzherin, Y.Y., Slepukhina, I.N., Mokrushin, V.S., Tkachev, A.V., Bakulev, V.A., (2000) Mendeleev Commun., 10, p. 19. , 10.1070/MC2000v010n01ABEH001218; Morzherin, Yu., Tarasov, E.V., Bakulev, V.A., (1994) Khim. Geterotsikl. Soedin., p. 554; (1994) Chem. Heterocycl. Compd. (Engl. Transl.), 30, p. 489; L'Abbé, G., Vanderstede, E., (1989) J. Heterocycl. Chem., 26, p. 1811. , 10.1002/jhet.5570260652
Correspondence Address Morzherin, Yu.Yu.; Ural Federal University, 19 ul. Mira, Ekaterinburg 620002, Russian Federation; email: morzherin@mail.ustu.ru
Language of Original Document English
Abbreviated Source Title Russ. Chem. Bull.
Source Scopus