Synthesis of 3-Aminopyridin-2(1H)-Ones and 1H-Pyrido[2,3-b][1,4]Oxazin-2(3H)-Ones

被引:0
|
作者
A. S. Fisyuk
I. V. Kulakov
D. S. Goncharov
O. S. Nikitina
Y. P. Bogza
A. L. Shatsauskas
机构
[1] Omsk F. M. Dostoevsky State University,
[2] Omsk State Technical University,undefined
来源
关键词
3-aminopyridin-2(1; )-ones; Enamino ketones; -(3-oxoalkenyl)amides; Chloroacetamides; Intramolecular cyclization;
D O I
暂无
中图分类号
学科分类号
摘要
The interaction of 1,3-diketones with chloroacetamide produced N-(3-oxoalkenyl)chloroacetamides. Heating of N-(3-oxoalkenyl)chloroacetamides with an excess of pyridine in ethanol or butanol led to the formation of pyridin-2(1Н)-ones, substituted with a pyridine ring at position 3. The reactions of these compounds with hydrazine hydrate produced 3-aminopyridin-2(1Н)-ones. The synthesis of 1H-pyrido[2,3-b][1, 4]oxazin-2(3H)-ones was accomplished by a reaction of 3-aminopyridin-2(1Н)-ones with chloroacetyl chloride.
引用
收藏
页码:217 / 224
页数:7
相关论文
共 50 条
  • [21] Synthesis, Computational Study, and In Vitro α-Glucosidase Inhibitory Action of 1,3,4-Thiadiazole Derivatives of 3-Aminopyridin-2(1H)-ones
    Shulgau, Zarina
    Palamarchuk, Irina V.
    Sergazy, Shynggys
    Urazbayeva, Assel
    Ramankulov, Yerlan
    Kulakov, Ivan V.
    PHARMACEUTICALS, 2024, 17 (03)
  • [22] Efficient synthesis of novel benzo[b][1,8]naphthyridin-4(1H)-ones and pyrido[2,3-b]quinoxalin-4(1H)-ones from alkynones and primary amines
    Iaroshenko, Viktor O.
    Zahid, Muhammad
    Mkrtchyan, Satenik
    Gevorgyan, Ashot
    Altenburger, Kai
    Knepper, Ingo
    Villinger, Alexander
    Sosnovskikh, Vyacheslav Ya.
    Langer, Peter
    TETRAHEDRON, 2013, 69 (10) : 2309 - 2318
  • [23] Synthesis, Computational Study, and In Vitro α-Glucosidase Inhibitory Action of Thiourea Derivatives Based on 3-Aminopyridin-2(1H)-Ones
    Shulgau, Zarina
    Palamarchuk, Irina
    Sergazy, Shynggys
    Urazbayeva, Assel
    Gulyayev, Alexander
    Ramankulov, Yerlan
    Kulakov, Ivan
    MOLECULES, 2024, 29 (15):
  • [24] Synthesis of 2,3-Dihydroquinazoline-4(1H)-ones
    Shaterian, Hamid Reza
    Oveisi, Ali Reza
    Honarmand, Moones
    SYNTHETIC COMMUNICATIONS, 2010, 40 (08) : 1231 - 1242
  • [25] A convenient synthesis of new pyridothienopyrimidin-4 (3H) ones and pyridothienopyrimidin-2, 4(1H, 3H) diones
    Roshani, M
    Davoodnia, A
    Hedayat, MS
    Bakavoli, M
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2004, 179 (06) : 1153 - 1157
  • [26] A facile synthesis of 2,3-disubstituted pyrido[2,3-h]quinazolin-4(3H)-ones
    Kumari, TA
    Reddy, MS
    Rao, PJP
    SYNTHETIC COMMUNICATIONS, 2002, 32 (02) : 235 - 240
  • [27] SYNTHESIS AND PROPERTIES OF 3,6-DIHYDRO-2H-1,4-OXAZIN-2-ONES AND 2H-1,4-OXAZIN-2-ONES
    SCHULZ, G
    STEGLICH, W
    CHEMISCHE BERICHTE-RECUEIL, 1977, 110 (11): : 3615 - 3623
  • [28] SYNTHESIS OF N-ALKYL-3-ARYL-2-DIPHENYLPHOSPHINOYL-1H-PYRIDO[2,3-B][1,4]THIAZINES
    COUTURE, A
    DENIAU, E
    GRANDCLAUDON, P
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1992, 68 (1-4): : 91 - 97
  • [29] 2(H)-1,4-oxazin-2-ones as ambident azadienes
    Afarinkia, K
    Bahar, A
    Neuss, J
    Ruggiero, A
    TETRAHEDRON LETTERS, 2004, 45 (21) : 3995 - 3998
  • [30] In vitro α-amylase and α-glucosidase inhibition potential of novel monothioxamides and 1,3,4-thiadiazoles based on 3-aminopyridin-2(1H)-ones
    Shulgau, Zarina
    Kulakov, Ivan
    Palamarchuk, Irina
    Sergazy, Shynggys
    Urazbayeva, Asel
    Ramankulov, Yerlan
    BRITISH JOURNAL OF PHARMACOLOGY, 2023, 180 : 495 - 496