EFFICIENT SYNTHESIS OF NEW FUNCTIONALIZED 2-(HETARYL)THIAZOLES

被引:16
|
作者
Bondock, Samir [1 ,2 ]
El-Azab, Hossam [1 ]
Kandeel, Ez-Eldin M. [1 ]
Metwally, Mohamed A. [1 ]
机构
[1] Mansoura Univ, Dept Chem, Fac Sci, ET-35516 Mansoura, Egypt
[2] King Khalid Univ, Dept Chem, Fac Sci, Abha, Saudi Arabia
关键词
Japp-Klingmann; phenyl isothiocyanate; pyrazole; pyridine; thiazole; THIAZOLE; HETEROCYCLES; DERIVATIVES; ETHYL;
D O I
10.1080/00397911.2011.591036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of the hitherto unknown ring system, 2-heteroaryl-thiazoles, is described via the reaction of 3-oxo-N-(4-phenylthiazol-2-yl) butanamide (1) with diazotized heterocyclic amine, phenyl isothiocyanate, dimethylformamide-dimethylacetal, and hydrazine hydrate, and the reaction of 2-chloro-N-(4-phenylthiazol-2-yl) acetamide (13) with some sulfur nucleophiles and malononitrile. The structures of the compounds prepared were determined by analytical and spectral analyses.
引用
收藏
页码:59 / 71
页数:13
相关论文
共 50 条
  • [41] Synthesis of some new 2-(pyrazol-1-yl)-4-(pyrimidin-5-yl)thiazoles
    Ahluwalia, VK
    Sharma, P
    Goyal, B
    Aggarwal, R
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1997, 36 (10): : 920 - 922
  • [42] SYNTHESIS AND HALOGENATION OF SOME NEW 2-(ORTHO-MERCAPTOPHENYL)AMINO-4-SUBSTITUTED-THIAZOLES AND OXAZOLES AS PESTICIDES
    NATH, JP
    DASH, M
    ROUT, DN
    MAHAPATRA, GN
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1979, 18 (04): : 384 - 386
  • [43] Synthesis of Functionalized Amides of 2-(Arylamino) pyrimidine Series
    Ignatovich, Zh. V.
    Koroleva, E. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 53 (02) : 251 - 257
  • [44] Synthesis of new steroidal oxazoles and thiazoles
    Shamsuzzaman
    Salim, A
    Akram, MK
    Saleem, K
    Siddiqui, N
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (11): : 2872 - 2874
  • [45] Highly efficient and green synthesis of 2,4-diphenyl substituted thiazoles
    Zhang, Jungan
    Li, Peipei
    Zeng, Hongyun
    Huang, Yu
    Hong, Wei
    SYNTHETIC COMMUNICATIONS, 2020, 50 (05) : 735 - 741
  • [46] Synthesis of functionalized amides of 2-(arylamino)pyrimidine series
    Zh. V. Ignatovich
    E. V. Koroleva
    Russian Journal of Organic Chemistry, 2017, 53 : 251 - 257
  • [47] Synthesis of New Diaryl(hetaryl)ethylphosphonic Acids
    Yu. M. Sadykova
    A. V. Zalaltdinova
    А. K. Smailov
    А. R. Burilov
    М. А. Pudovik
    Russian Journal of General Chemistry, 2021, 91 : 1420 - 1423
  • [48] SYNTHESES OF SUBSTITUTED 2-ARYL(HETARYL)-NAPHTHO[1,2-D]THIAZOLES
    MULLER, A
    SULEJ, H
    WEBER, S
    ZEITSCHRIFT FUR CHEMIE, 1985, 25 (01): : 23 - 24
  • [49] EFFICIENT SYNTHESIS OF A NEW NUCLEOPHILIC ACETALDEHYDE EQUIVALENT - "(Z)-2-(TRIMETHYLSILOXY)VINYLLITHIUM
    DUHAMEL, L
    TOMBRET, F
    JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (18): : 3741 - 3742
  • [50] Practical and Efficient Synthesis of Polyaryl(hetaryl)-Substituted Cyclohexenones and Salicylates
    Shirinian, Valerii Z.
    Kavun, Alexey M.
    Lvov, Andrey G.
    Zavarzin, Igor V.
    Krayushkin, Michail M.
    SYNTHESIS-STUTTGART, 2017, 49 (06): : 1255 - 1263