Synthesis of some novel 3-(2-chloro-3-quinolyl)-5-phenyl [1,3] thiazolo [2,3-c] [1,2,4] triazoles

被引:0
|
作者
Dubey, PK [1 ]
Rao, SS [1 ]
Aparna, V [1 ]
机构
[1] JNT Univ, Coll Engn, Dept Chem, Hyderabad 500072, Andhra Pradesh, India
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various acetanilides (1) were treated with DMF and POCl3 complex (Vilsmeier's reagent) to obtain 2-chloro-3-quinolinecarboxaldehydes (2). The latter on condensation with thiosemi- carbazide in alcohol gave the corresponding thiosemicarbazones (3), which on treatment with substituted phenacyl bromides (4) in alchol gave quinoline substituted thiazoles (5). The dehydrogenative cyclisation of 5 was achieved with chloranil in refluxing toluene resulting in novel 3-(2-chloro-3-quinolyl)-6-phenyl [1,3] thiazolo [2,3-c] [1,2,4] triazoles (6) whose structures are supported by spectral data.
引用
收藏
页码:281 / 286
页数:6
相关论文
共 50 条
  • [41] 1,2,4-TRIAZOLES .17. SYNTHESIS OF THIAZOLO[2,3-C]-S-TRIAZOLE AND THIAZOLO[3,2-B]-S-TRIAZOLE SYSTEMS
    POTTS, KT
    HUSAIN, S
    JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (01): : 10 - &
  • [42] Convenient synthesis of benzo[4,5]thiazolo[2,3-c]-[1,2,4]triazoles with 1 mol% CuCl2•2H2O as catalyst in water
    Wen, Li-Rong
    Li, Shou-Lei
    Zhang, Jian
    Li, Ming
    GREEN CHEMISTRY, 2015, 17 (03) : 1581 - 1588
  • [43] Synthesis, Antibacterial and Antifungal Evaluation of Novel 3-(5-Phenyl[1,3,4]oxadiazol-2-yl]-3,4-dihydro-2H-benzo[e][1,3]oxazines
    Vasu, N.
    Goud, B. Bharath Kumar
    Kumari, Y. Bharathi
    Rao, B. Pulla
    ASIAN JOURNAL OF CHEMISTRY, 2014, 26 (14) : 4145 - 4148
  • [44] The synthesis of 5H-thiazolo[2,3-c][1,2,4]triazine derivatives and substituted 3-(2-acylvinylthio)-1,2,4-triazin-5-ones from 6-methyl-3-thioxo-1,2,4-triazin-5-one, 1-acyl-2-bromoacetylenes, and alpha-acetylenic ketones. X-ray study of 3-benzoyl-6-methyl-5H-thiazolo[2,3-c][1,2,4]triazin-5-one
    Elokhina, VN
    Nakhmanovich, AS
    Komarova, TN
    Karnaukhova, RV
    Bannikova, OB
    Lopyrev, VA
    Struchkov, YT
    Shishkin, OV
    Potekhin, KA
    RUSSIAN CHEMICAL BULLETIN, 1996, 45 (12) : 2823 - 2826
  • [45] Gas-phase pyrolysis of 4-amino-3-allylthio-1,2,4-triazoles:: a new route to [1,3]thiazolo[3,2-b][1,2,4]triazoles
    Cartwright, DDJ
    Clark, BAJ
    McNab, H
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (04): : 424 - 428
  • [46] NEW SIMPLE METHOD FOR SYNTHESIS OF SELENAZOL-2-YLHYDRAZINES, SELENAZOLO[2,3-C][1,2,4]TRIAZOLES AND 1,3,4-SELENADIAZINES
    PFEIFFER, WD
    BULKA, E
    CHEMIKER-ZEITUNG, 1991, 115 (12): : 361 - 363
  • [47] Synthesis of 2[1'(3',5'-disubstituted pyrazolyl)methyl]5-phenyl amino-1,3,4-thiadiazoles and 1,2,4-triazoles as potential therapeutic agents
    Ahmad, R
    ZiaUlHaq, M
    Jabeen, R
    Duddeck, H
    TURKISH JOURNAL OF CHEMISTRY, 1996, 20 (03): : 186 - 193
  • [48] [1,3]Oxazolo[3,2-b][1,2,4]triazoles: a versatile synthesis of a novel heterocycle
    Ball, Catherine
    Dean, David K.
    Lorthioir, Olivier
    Page, Lee W.
    Smith, Charlotte L.
    Watson, Stephen P.
    TETRAHEDRON LETTERS, 2010, 51 (30) : 3907 - 3909
  • [49] SYNTHESIS OF PYRIDO[3',2'-4,5]THIENO[2,3-E]-1,2,4-TRIAZOLO[4,3-C]PYRIMIDINES AND THE ISOMERIC PYRIDO[3',2'-4,5]THIENO[2,3-E]-1,2,4-TRIAZOLO[2,3-C]PYRIMIDINES
    HILLER, K
    BADER, G
    REZNICEK, G
    JURENITSCH, J
    KUBELKA, W
    PHARMAZIE, 1991, 46 (06): : 405 - 408
  • [50] Synthesis of novel [1,3]thiazino[3A′,2A′:2,3][1,2,4]triazino[5,6-b]indole derivatives
    Rybakova, A. V.
    Kim, D. G.
    Ezhikova, M. A.
    Kodess, M. I.
    Taher, I. A. T.
    RUSSIAN CHEMICAL BULLETIN, 2015, 64 (04) : 901 - 904