Recyclization of Pyrimidinium Salt – A Method for the Synthesis of Derivatives of Nitrogen-Containing Heterocycles

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Аннотация

By recyclization of 1,4,6-trimethyl-2-ethoxycarbonylmethylpyrimidinium iodide under the action of ethylhydrazine and 4,6-dimethylpyrimidinyl-2-acetic acid hydrazide, 1-ethyl-3-ethoxycarbonylmethyl-5-methyl-1,2,4-triazole and 5,7-dimethyl-3-ethoxycarbonyl-2-(4',6'-dimethyl-yrimidinyl-2')methylpyrazolol[1,5]-alpyrimidine were synthesized, respectively. Alkylation of 1-ethyl-3-ethoxycarbonylmethyl-5-methyl-1,2,4-triazole with various alkyl iodides yielded the corresponding N-alkyltriazolium salts, and reactions of triazolylacetic acid esters yielded their hydrazides. Based on the nuclear Overhauser effect (NOE), it was clearly demonstrated that alkylation occurs at the N-4 nitrogen atom of the triazole ring.

Авторлар туралы

G. Danagulyan

Russian-Armenian University; The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Email: gdanag@email.com
Yerevan, Armenia; Yerevan, Armenia

L. Khachatryan

The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Yerevan, Armenia

A. Danagulyan

The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Yerevan, Armenia

M. Dangyan

The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Yerevan, Armenia

G. Panosyan

The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Yerevan, Armenia

Әдебиет тізімі

  1. Brown D.J. Mechanisms of Molecular Migrations, New York: Wiley 1968, 1, 209.
  2. Van der Plas H.C. Ring Transformations of Heterocycles, London, New York: Academic Press 1973, Vol. 1, 2.
  3. Gambouz K., Driowya M., Loubidi M., Tber. Z, Allouchi H., El Kazzouli S., Akssira M. and Guillaumet G. RSC Adv., 2019, 9 (50), 29051–29055. doi: 10.1039/c9ra04609g
  4. Chen Q., Liu X., Guo F., Chen Zh. Chem. Commun., 2017, 53 (50), 6792–6795. doi: 10.1039/C7CC02525D
  5. Baruah S., Saikia P., Duarah G., and Gogo S. Org. Lett., 2018, 20 (13), 3753–3757. doi: 10.1021/acs.orglett.8b01330
  6. Van der Plas H.C. and Jongejan H. Tetrahedron Lett., 1967, 8 (44), 4385–4388. doi: 10.1016/S0040-4039(01)89695-7
  7. Krajczyk A., Boryski J. Curr. Org. Chem., 2017, 21, 2515–2529. doi: 10.2174/1385272821666170427125720
  8. Мамедов В.А., Жукова Н.А., Кадырова М.С. ХГС, 2021, 57 (4), 342–368. doi: 10.1007/s10593-021-02913-7
  9. Данагулян Г. Г., Паносян Г. А., Саакян Л. Г. XTC, 2007, 43 (8), 996–1000. doi: 10.1007/s10593-007-0155-1
  10. Данагулян Г. Г., Тадевосян Д. А., Тамазян Р. А., Паносян Г. А. XTC, 2006, 42 (2), 233–245. doi: 10.1007/s10593-006-0077-3
  11. Данагулян Г. Г., Туманян А. К., Аттарян О. С., Тамазян Р. А., Данагулян А. Г., Айвазян А. Г. XTC, 2015, 51 (5), 483–490. doi: 10.1007/s10593-015-1724-3

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