Synthesis of 5-Aryl-4-thioxo-2,3,4,5,6,8-hexahydro-7H-pyrido[3,2-e][1,3]thiazine-7-ones

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅存取

详细

Upon interaction of N-methylmorpholinium 4-aryl-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates with hydrogen sulfide and formaldehyde in ethanol 5-aryl-4-thioxo-2,3,4,5,6,8-hexahydro-7H-pyrido[3,2-e][1,3]thiazine-7-ones were obtained. The molecular and crystal structures of N-methylmorpholinium 5-cyano-4-(3,4,5-trimethoxyphenyl)-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolate were studied using X-ray diffraction analysis.

全文:

受限制的访问

作者简介

К. Frolov

V. Dahl Lugansk State University

编辑信件的主要联系方式.
Email: ksg-group-lugansk@mail.ru
ORCID iD: 0000-0002-8045-7582

Chemex Lab

俄罗斯联邦, kv. Molodyozhny 20-A/7, Lugansk, 291034

B. Krivokolysko

V. Dahl Lugansk State University

Email: ksg-group-lugansk@mail.ru
ORCID iD: 0000-0002-3181-7609

Chemex Lab

俄罗斯联邦, kv. Molodyozhny 20-A/7, Lugansk, 291034

V. Dotsenko

Kuban State University

Email: ksg-group-lugansk@mail.ru
ORCID iD: 0000-0001-7163-0497
俄罗斯联邦, ul. Stavropolskaya, 149, Krasnodar, 350040

N. A. Aksenov Aksenov

North Caucasus Federal University

Email: ksg-group-lugansk@mail.ru
ORCID iD: 0000-0002-7125-9066
俄罗斯联邦, ul. Pushkina, 1-A, Stavropol, 355009

S. Krivokolysko

V. Dahl Lugansk State University

Email: ksg-group-lugansk@mail.ru
ORCID iD: 0000-0001-9879-9217

Chemex Lab

俄罗斯联邦, kv. Molodyozhny 20-A/7, Lugansk, 291034

参考

  1. Hua С., Le H., Mo Z., Tianyu Y., Sinan W., Zhanbin Q., Pingzhu Z., Xiaoliu L. Bioorg. Med. Chem. Lett. 2014, 24, 3426–3429. doi: 10.1016/j.bmcl.2014.05.079
  2. Silverberg L.J., Mal T.K., Pacheco C.N., Povelones M.L., Malfara M.F., Lagalante A.F., Olsen M.A., Yennawar H.P., Sobhi H.F., Baney K.R., Bozeman R.L., Eroh C.S., Fleming M.J., Garcia T.L., Gregory C.L., Hahn J.E., Hatter A.M., Johns L.L., Klinger T.L., Li J.J. Molecules. 2021, 26, 6099. doi: 10.3390/molecules26206099
  3. Hiroshi I., Jun-Ichi Sh., Tomoyuki Y., Kazushige O., Hiroshi Y., Kota K., Shuichi S. Bioorg. Med. Chem. 2015, 23, 1788–1799. doi: 10.1016/j.bmc.2015.02.033
  4. Hamed E.O., Assy M.G., Shalaby A.M., Sayed R.E. ЖОрХ. 2020, 11, 2005–2013. [Hamed E.O., Assy M.G., Shalaby A.M., Sayed R.E. Russ. J. Org. Chem. 2020, 56, 2005–2013.] doi: 10.1134/S1070428020110159
  5. Kapil A., Pooja T., Jyoti S. RSC Adv. 2014, 4, 3060–3064. doi: 10.1039/C3RA43908A
  6. Hamama W.S., Waly M.A., El-Hawary I.I., Zoorob H.H. J. Heterocycl. Chem. 2016, 53, 953–957. doi: 10.1002/jhet.1631
  7. Ogurtsov V.A., Karpychev Yu.V., Nelyubina Yu.V., Primakov P.V., Koutentis P.A., Rakitin O.A. Eur. J. Org. Chem. 2019, 26, 4149–4158. doi: 10.1002/ejoc.201900142
  8. Shengzheng W., Kun F., Guoqiang D., Shuqiang Ch., Na L., Zhenyuan M., Jianzhong Y., Jian L., Wannian Zh., Chunquan Sh. J. Med. Chem. 2015, 58, 6678–6696. doi: 10.1021/acs.jmedchem.5b00910
  9. Silverberg L. J. Пат. WO2020/237063 (2020). США.
  10. Краузе А., Дубурс Г. ХГС. 2001, 3, 404–405. [Krauze A., Duburs G. Chem. Heterocycl. Comp. 2001, 37, 378–379.] doi: 10.1023/A:1017535922740
  11. Dotsenko V.V., Frolov K.A., Pekhtereva T.M., Papaianina O.S., Suykov S.Yu., Krivokolysko S.G. ACS Comb. Sci. 2014, 16, 543–550. doi: 10.1021/co5000807
  12. Ахметова В.Р., Рахимова Е.Б. ЖОрХ. 2014, 50, 1727–1749. [Akhmetova V.R., Rakhimova E.B. Russ. J. Org. Chem. 2014, 50, 1711–1731.] doi: 10.1134/S107042801412001X
  13. Нестеров В.Н., Кривоколыско С.Г., Дяченко В.Д., Доценко В.В., Литвинов В.П. Изв. АН. Сер. хим. 1997, 5, 1029–1034. [Nesterov V.N., Krivokolysko S.G., Dyachenko V.D., Dotsenko V.V., Litvinov V.P. Russ. Chem. Bull. 1997, 46, 990–996.] doi: 10.1007/BF02496132
  14. Dotsenko V.V., Frolov K.A., Pekhtereva T.M., Papaianina O.S., Suykov S.Yu., Krivokolysko S.G. ACS Comb. Sci. 2014, 16, 543–550. doi: 10.1021/co5000807
  15. Дяченко В.Д., Кривоколыско С.Г., Литвинов В.П. Изв. АН. Сер. хим. 1997, 10, 1852–1856. [Dyachenko V.D., Krivokolysko S.G., Litvinov V.P. Russ. Chem. Bull. 1997, 46, 1758–1762.] doi: 10.1007/BF02495131
  16. Dotsenko V.V. Bushmarinov I.S., Goloveshkin A.S., Chigorina E.A., Frolov K.A., Krivokolysko S.G. Phosph., Sulfur Silicon Relat. Elem. 2017, 192, 47–52. doi: 10.1080/10426507.2016.1224877
  17. Доценко В.В., Кривоколыско С.Г., Чернега А.Н., Литвинов В.П. Докл. АН. 2003, 389, 763–767. [Dotsenko V.V., Krivokolysko S.G., Chernega A.N., Litvinov V.P. Doklady Chem. 2003, 389, 92–96.] doi: 10.1023/A:1023492608275
  18. Доценко В.В., Лебедева И.А., Кривоколыско С.Г., Повстяной М.В., Повстяной В.М., Костирко Е.О. ХГС. 2012, 48, 492–499. [Dotsenko V.V., Lebedeva I.A., Krivokolysko S.G., Povstyanoi M.V., Povstyanoi V.M., Kostyrko E.O. Chem. Heterocycl. Comp. 2012, 48, 462–469.] doi: 10.1007/s10593-012-1016-0
  19. Dolomanov O.V., Bourhis L.J., Gildea R.J, Howard J.A.K., Puschmann H. J. Appl. Cryst. 2009, 42, 339–341. doi: 10.1107/S0021889808042726
  20. Sheldrick G.M. Acta Cryst. 2008, A64, 112–122. doi: 10.1107/S0108767307043930
  21. Sheldrick G. M. Acta Cryst. 2015, C71, 3–8. doi: 10.1107/S2053229614024218

补充文件

附件文件
动作
1. JATS XML
2. Схема 1a - f, 2a-f: Ar = 2-ClC6H4 (a), 4-Meoc6h4 (b), 2-MeC6H4 (c), 2-EtOC6H4 (d), 2,5-(MeO) 2C6H3 (e), 3,4,5-(MeO)3C6H2 (f)

下载 (144KB)
3. Table

下载 (141KB)
4. Formulas

下载 (51KB)
5. Fig. Atomic and molecular structure of compound 1f. Thermal ellipsoids of non-hydrogen atoms are shown at a 50% probability of finding an atom.

下载 (251KB)

版权所有 © Russian Academy of Sciences, 2024