Heterocyclic synthesis using nitrilimines: Part 9. Synthesis of new 1,3,4-thiadiazin-5-one derivatives

被引：5
作者：
Dalloul, Hany M. [1 ]
Mohamed, El-Hossain A. R. [2 ]
El-Shorafa, Ali Z. [1 ]
机构：
[1] Al Aqsa Univ Gaza, Dept Chem, Fac Sci, Gaza, Israel
[2] Ain Shams Univ, Fac Educ, Dept Chem, Cairo, Egypt
来源：
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2008年 / 63卷 / 05期
关键词：
nitrilimines; intramolecular cyclization; ethyl mercapto-acetate; 1,3,4-thiadiazin-5-ones;
D O I：
10.1515/znb-2008-0517
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A series of new 3,5,6-thiadiaza-4-hexenoates (4a-k) were synthesized from the reaction of the corresponding hydrazonoyl halides 1 with ethyl mercaptoacetate (3). These compounds underwent intramolecular cyclization to 1,3,4-thiadiazin-5-one derivatives (5a-k) in the presence of MeONa or LiH. The structures of the synthesized compounds were confirmed by their elemental analyses and spectral data.
引用
收藏
页码：585 / 590
页数：6
相关论文
共 25 条
  • [1] ABDEL-RAHMAN R M, 1987, Pakistan Journal of Scientific and Industrial Research, V30, P490
  • [2] Awadallah AM, 2002, HETEROCYCL COMMUN, V8, P369
  • [3] NEW FEATURES IN THE INTRAMOLECULAR CAPTURE OF NITRILE IMINES BY THE SULFIDE FUNCTION
    BRUCHE, L
    GARANTI, L
    ZECCHI, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (11): : 2535 - 2539
  • [4] Bruche L., 1994, J CHEM SOC P1, VI, P433
  • [5] DALLOUL HM, UNPUB
  • [6] Synthesis and antimicrobial activities of some new [1,2,4] triazolo[3,4-b][1,3,4]thiadiazoles and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines
    Demirbas, N
    Demirbas, A
    Karaoglu, SA
    Çelik, E
    [J]. ARKIVOC, 2005, : 75 - 91
  • [7] DESENKO SM, 2003, INT C CHEM NITR CONT, P913
  • [8] Amino acids in the syntheses of heterocyclic systems: Syntheses and radiostability of novel biologically active triazoles containing the sulfonamide moiety
    El-Sharief, AMS
    Ghorab, MM
    El-Gaby, MSA
    Mohamed, SI
    Ammar, YA
    [J]. HETEROATOM CHEMISTRY, 2002, 13 (04) : 316 - 323
  • [9] Three-ring tautomerism of the Δ2-isoxazoline-Δ2-pyrazoline-1,3,4-thiadiazine system
    Ershov, AY
    Mokeev, MV
    Beloborodova, EV
    Gribanov, AV
    [J]. ARKIVOC, 2002, : 49 - 53
  • [10] FARAG AM, 1988, PHOSPHOROUS SULFUR, V39, P243
123