Synthesis and spectral properties of 1-(6-methoxy-2-benzothiazolyl)-2-pyridones

被引:23
|
作者
Stetinova, J [1 ]
Kada, R [1 ]
Lesko, J [1 ]
Dandarova, M [1 ]
Krublova, M [1 ]
机构
[1] SLOVAK UNIV TECHNOL BRATISLAVA, MASS SPECTROMETRY LAB, BRATISLAVA 81237, SLOVAKIA
关键词
1-(6-methoxy-2-benzothiazolyl)-2-pyridones;
D O I
10.1135/cccc19960921
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Substituted 1-(6-methoxy-2-benzothiazolyl)-2-pyridones 5a-5f have been prepared from N-(6-methoxy-2-benzothiazolyl) cyano acetamide (2) which on reactions with 4-substituted benzaldehydes gives 3-aryl-2-cyano-N-(6-methoxy-2-benzothiazolyl)-2-propenamides 4a-4g. Derivatives 4a-4f were cyclized with malonodinitrile in the presence of piperidine to give the corresponding 2-pyridones 5a-5f. The IR, UV, H-1 NMR and mass spectra of the substances synthesized are discussed.
引用
收藏
页码:921 / 929
页数:9
相关论文
共 50 条
  • [1] Synthesis and properties of 1-(6-methoxy)-2-benzothiazolyl)-2-pyridones
    Stetinova, J
    Kada, R
    Dandarova, M
    Krublova, M
    Lesko, J
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1995, (10): : 1402 - 1404
  • [2] Synthesis and properties of 1-(6-methoxy)-2-benzothiazolyl)-2-pyridones
    Štetinová, Jarmila
    Kada, Rudolf
    Dandárová, Miloslava
    Krublová, Marcela
    Lesko, Ján
    Chemistry of Heterocyclic Compounds, 1995, 31 (10): : 1231 - 1233
  • [3] SYNTHESIS AND PROPERTIES OF SUBSTITUTED 1-(2-BENZOTHIAZOLYL)-2-PYRIDONES
    STETINOVA, J
    KADA, R
    LESKO, J
    ZALIBERA, L
    ILAVSKY, D
    BARTOVIC, A
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1995, 60 (06) : 999 - 1008
  • [4] Crystal structure and conformation of frentizole, [1-(6-methoxy-2-benzothiazolyl)-3-phenylurea, an antiviral agent and an immunosuppressive drug
    Walter Rooth
    Thamarapu Srikrishnan
    Journal of Chemical Crystallography, 1999, 29 : 1187 - 1192
  • [5] Crystal structure and conformation of frentizole, [1-(6-methoxy-2-benzothiazolyl)-3-phenylurlea, an antiviral agent and an immunosuppressive drug
    Rooth, W
    Srikrishnan, T
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 1999, 29 (11) : 1187 - 1192
  • [6] 2-PYRIDONES .5. SYNTHESIS AND PROPERTIES OF 1-CARBETHOXY METHYL-2-PYRIDONES
    SHUSHERINA, NP
    SLAVYANO.OV
    PETROVA, LK
    LEVINA, RY
    ZHURNAL ORGANICHESKOI KHIMII, 1972, 8 (02): : 387 - +
  • [7] REINVESTIGATION OF THESINGS SYNTHESIS OF 2-PYRIDONES USING 1-(METHYLTHIOCARBONYLMETHYL)PYRIDINIUM IODIDE
    ALVAREZBUILLA, J
    BENITO, JL
    QUINTANILLA, MG
    JOURNAL FUR PRAKTISCHE CHEMIE, 1986, 328 (02): : 245 - 252
  • [8] PREPARATION OF 2-PYRIDONES AND 6-PYRIDONES OF N1-METHYLNICOTINAMIDE
    PULLMAN, ME
    COLOWICK, SP
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1954, 206 (01) : 121 - 127
  • [9] A new and facile synthesis of 2-pyridones
    Ko, YK
    Lee, SC
    Koo, DW
    Jung, M
    Kim, DW
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2001, 22 (02) : 234 - 236
  • [10] Generation and behavior of naphthoyloxyl radicals in photocleavage of 1-(naphthoyloxy)-2-pyridones
    Najiwara, T
    Segawa, K
    Sakuragi, H
    CHEMISTRY LETTERS, 2001, (10) : 1064 - 1065