Synthesis and Single-Crystal X-Ray Diffraction Studies of an Arylidenethiosemicarbazone and Hydrazonyl-phenylthiazole

被引：0
作者：
El Ashry, El Sayed H. [1 ,2 ]
Yousuf, Sammer [1 ]
Hassan, Hayat H. [1 ,3 ]
Zahran, Magdy K. [3 ]
Hebishy, Ali S. [3 ]
机构：
[1] Univ Karachi, Int Ctr Chem & Biol Sci, HEJ Res Inst Chem, Karachi 75270, Pakistan
[2] Univ Alexandria, Fac Sci, Dept Chem, Alexandria, Egypt
[3] Helwan Univ, Fac Sci, Dept Chem, Cairo 11795, Egypt
来源：
LETTERS IN ORGANIC CHEMISTRY | 2014年 / 11卷 / 02期
关键词：
Thiosemicarbazone; phenylthiazole; x-ray; geometric isomers; hydrazonylthiazole; phenacyl bromide; 3-AMINOPYRIDINE-2-CARBOXALDEHYDE THIOSEMICARBAZONE; MOLECULAR-STRUCTURE; PHASE-II; 3-AP; DERIVATIVES; INHIBITORS; COMPLEXES; TRIAPINE; AGENTS;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of aromatic aldehydes with thiosemicarbazide gives arylidene hydrazinecarbothioamide, whose reaction with phenacyl bromide, yielded (arylidenehydrazonyl)-4-phenylthiazole. The structures of 3 and 7 were fully characterized by using 1 H-NMR and mass spectroscopic techniques. The spectral analysis agreed with the assigned structures. The assigned structures were further supported by single-crystal X-ray diffraction studies and summarized as follows: (3) Triclinic, P-1, a= 7.6319(4) angstrom, b= 8.7099(4) angstrom, c= 10.7145(5) angstrom, alpha= 77.7400 (10)degrees, beta = 74.0160 (10)degrees, and gamma = 72.8270 (10)degrees, V= 647.47(5) angstrom(3), and Z = 2; (7) Orthorhombic, Pna2(1), a = 9.3760(13), b = 14.029(2), c = 23.591(3)angstrom, alpha = 90, beta = 90, and gamma = 90 degrees, V = 3103.0(7)angstrom(3), and Z = 4.
引用
收藏
页码：101 / 108
页数：8
相关论文
共 17 条
  • [1] Synthesis, Antibacterial Activity and Quantum-Chemical Studies of Novel 2-Arylidenehydrazinyl-4-arylthiazole Analogues
    Alam, Mohammad Sayed
    Liu, Lijun
    Lee, Yong-Eok
    Lee, Dong-Ung
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (05) : 568 - 573
  • [2] THE TUBERCULOSTATIC ACTIVITY OF SOME THIOSEMICARBAZONES
    BAVIN, EM
    REES, RJW
    ROBSON, JM
    SEILER, M
    SEYMOUR, DE
    SUDDABY, D
    [J]. JOURNAL OF PHARMACY AND PHARMACOLOGY, 1950, 2 (11) : 764 - 772
  • [3] SUBSTITUTED 1,3,4-THIADIAZOLES WITH ANTICONVULSANT ACTIVITY .4. AMIDINES
    CHAPLEO, CB
    MYERS, PL
    SMITH, ACB
    STILLINGS, MR
    TULLOCH, IF
    WALTER, DS
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (01) : 7 - 11
  • [4] Synthesis and structure-activity relationship study of potent trypanocidal thio semicarbazone inhibitors of the trypanosomal cysteine protease cruzain
    Du, XH
    Guo, C
    Hansell, E
    Doyle, PS
    Caffrey, CR
    Holler, TP
    McKerrow, JH
    Cohen, FE
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (13) : 2695 - 2707
  • [5] Triapine (3-aminopyridine-2-carboxaldehyde thiosemicarbazone; 3-AP), an inhibitor of ribonucleotide reductase with antineoplastic activity
    Finch, RA
    Liu, MC
    Cory, AH
    Cory, JG
    Sartorelli, AC
    [J]. ADVANCES IN ENZYME REGULATION, VOL 39, 1999, 39 : 3 - 12
  • [6] Synthesis and structure-activity relationships of parasiticidal thiosemicarbazone cysteine protease inhibitors against Plasmodium falciparum, Trypanosoma brucei, and Trypanosoma cruzi
    Greenbaum, DC
    Mackey, Z
    Hansell, E
    Doyle, P
    Gut, J
    Caffrey, CR
    Lehrman, J
    Rosenthal, PJ
    McKerrow, JH
    Chibale, K
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (12) : 3212 - 3219
  • [7] Quinazolin-4-yl-sulfanylacetyl-hydrazone derivatives; Synthesis, molecular structure and electronic properties
    Hagar, Mohamed
    Soliman, Saied M.
    Ibid, Farahate
    El Ashry, El Sayed H.
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2013, 1049 : 177 - 188
  • [8] KOCH O, 1950, N-S ARCH EX PATH PH, V210, P409
  • [9] Palladium(II) complexes of 2-acetylpyridine N(4)-methyl, N(4)-ethyl and N(4)-phenyl-thiosemicarbazones. Crystal structure of chloro(2-acetylpyridine N(4)-methylthiosemicarbazonato) palladium(II). Synthesis, spectral studies, in vitro and in vivo antitumour activity
    KovalaDemertzi, D
    Domopoulou, A
    Demertzis, MA
    Valle, G
    Papageorgiou, A
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 1997, 68 (02) : 147 - 155
  • [10] Synthesis and isomerism of hydrazones of 2-(5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-ylthio)acetohydrazide
    Kuodis, Zenonas
    Rutavicius, Albertas
    Matijoska, Algirdas
    Eicher-Lorka, Olegas
    [J]. CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2007, 5 (04): : 996 - 1006
12