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
  • [31] An Efficient and Practical Synthesis of Aryl and Hetaryl α-Keto Esters
    Raghunadh, Akula
    Meruva, Suresh Babu
    Kumar, Nuka Anil
    Kumar, Gudla Santosh
    Rao, L. Vaikunta
    Kumar, U. K. Syam
    SYNTHESIS-STUTTGART, 2012, 44 (02): : 283 - 289
  • [32] Synthesis of Functionalized 2-(2-Pyrrolyl)pyrazolo[1,5-a]pyrimidines
    O. V. Petrova
    L. N. Sobenina
    A. P. Demenev
    A. I. Mikhaleva
    I. A. Ushakov
    Russian Journal of Organic Chemistry, 2003, 39 : 1471 - 1476
  • [33] Synthesis of functionalized stable phosphorus ylides. New synthesis of dimethyl (Z)-2-[2-(ethoxycarbonyl)-1-cyclopentenyl]-2-butenedioates
    Asghari, Sakineh
    Sobhaninia, Zahra
    Naderi, Zahra
    ACTA CHIMICA SLOVENICA, 2008, 55 (02) : 434 - 439
  • [34] Synthesis and bioactivity of several new hetaryl sulfonamides
    Taslimi, Parham
    Sujayev, Afsun
    Mamedova, Sevgi
    Kalin, Pinar
    Gulcin, Ilhami
    Sadeghian, Nastaran
    Beydemir, Sukru
    Kufrevioglu, O. Irfan
    Alwasel, Saleh H.
    Farzaliyev, Vagif
    Mamedov, Sabir
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2017, 32 (01) : 137 - 145
  • [35] Regioselective synthesis of 2-[(E)-(benzo[d]thiazol-2(3H)-ylidene)(cyano)methyl]thiazoles
    Bakavoli, Mehdi
    Beyzaei, Hamid
    Rahimizadeh, Mohammad
    Eshghi, Hossein
    HETEROCYCLIC COMMUNICATIONS, 2011, 17 (3-4) : 151 - 154
  • [36] Synthesis, spectral and biological evaluation of some new thiazolidinones and thiazoles based on t-3-alkyl-r-2,c-6-diarylpiperidin-4-ones
    Aridoss, G.
    Amirthaganesan, S.
    Kim, M. S.
    Kim, J. T.
    Jeong, Yeon Tae
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (10) : 4199 - 4210
  • [37] SYNTHESIS AND ANTITUMOR SCREENING OF SOME NEW 2,6-BIS PYRIDINES FUNCTIONALIZED WITH PYRAZOLE-BASED HETEROCYCLES
    Ali, Korany A.
    Elsayed, Mohamed A.
    Elhallouty, Salwa M.
    Mahmoud, Khaled
    Farag, Ahmad M.
    ACTA POLONIAE PHARMACEUTICA, 2015, 72 (06): : 1193 - 1200
  • [38] 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
  • [39] Convenient and Efficient Method for Synthesis of Bis-Hetaryl Ketones and Evaluation of Their Antimicrobial Activity
    Abdelhamid, Abdou O.
    Gomha, Sobhi M.
    El-Enany, Waleed A. M. A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (02) : 426 - 433
  • [40] 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