Synthesis of thiazino- and thiazoloquinazolinones by cyclization of S-(2-propenyl) derivatives of 2-thioxo-2,3-dihydro-4(1H)-quinazolinone

被引:0
|
作者
V. V. Orysyk
Yu. L. Zborovskii
V. I. Staninets
A. A. Dobosh
S. M. Khripak
机构
[1] Uzhgorod State University
[2] Institute of Organic Chemistry, Natl. Academy of Sciences of Ukraine
关键词
Cyclization; Rearrangement; Thiazinoquinazolinones; Thiazoloquinazolinones;
D O I
10.1023/A:1025154317771
中图分类号
学科分类号
摘要
Interaction of potassium salts of quinazolin-2-thiol-4-one with γ-substituted allyl halides gave thiazoloquinazolinones with linear or angular structures depending on the structure of the carbonyl radical. S-Allyl substituted quinazolin-2-thiol-4-one reacted with halogens to give iminium salts of thiazinoquinazolinone with an angular structure. The conversion of these salts to the corresponding bases and thiazoloquinazolinones has been studied.
引用
收藏
页码:640 / 644
页数:4
相关论文
共 50 条
  • [1] One-pot, simple, and convenient synthesis of 2-thioxo-2,3-dihydroquinazolin-4(1H)-ones
    Tiwari, Vinod K.
    Singh, Desh D.
    Hussain, Hakkim A.
    Mishra, Bhuwan B.
    Singh, Archana
    MONATSHEFTE FUR CHEMIE, 2008, 139 (01): : 43 - 48
  • [2] CuBr-catalysed one-pot multicomponent synthesis of 3-substituted 2-thioxo-2,3-dihydroquinazolin-4(1H)-one derivatives
    Sayahi, Mohammad Hosein
    Saghanezhad, Seyyed Jafar
    Bahadorikhalili, Saeed
    Mahdavi, Mohammad
    APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (01)
  • [3] The reaction of 3-amino-2(1H)-thioxo-4(3H)-quinazolinone with chloroacetic acid and its derivatives
    Nawrocka, W
    Sztuba, B
    POLISH JOURNAL OF CHEMISTRY, 1996, 70 (02) : 197 - 201
  • [4] Superacid-catalyzed tandem Meyer-Schuster rearrangement/intramolecular hydroamination of o-anilinopropargyl alcohols for the synthesis of 2,3-dihydro-4(1H)-quinolones
    Sun, Guofeng
    Cheng, Fengkai
    Tao, Ruiheng
    Sun, Yuxing
    Pan, Jinpeng
    Zhu, Yaohua
    Wang, Zhonghua
    Wu, Fanhong
    Yin, Yan
    SYNTHETIC COMMUNICATIONS, 2016, 46 (15) : 1249 - 1256
  • [5] A novel approach to 2-arylmethyl-2,3-dihydro-4(1H)-quinazolinones. Total synthesis of the alkaloids glycozolone-A and glycozolone-B
    Klassmueller, Thomas
    Tringali, Claudia
    Bracher, Franz
    NATURAL PRODUCT RESEARCH, 2024, 38 (01) : 119 - 127
  • [6] Some Transformations of 2-Thioxo-2,3-Dihydro-1H-Spiro-[Benzo[h]Quinazoline-5,1′-Cycloheptan]-4(6H)-One and the Antibacterial and Antitumor Properties of the Compounds Synthesized
    Markosyan, A. I.
    Aivazyan, A. S.
    Gabrielyan, S. A.
    Mamyan, S. S.
    Aivazyan, A. G.
    Avakimyan, Dzh. A.
    Arsenyan, F. G.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2024, 58 (07) : 1043 - 1049
  • [7] Hydration and Intramolecular Cyclization of Homopropargyl Sulfonamide Derivatives Catalyzed by Silver Hexafluoroantimonate(V): Synthesis of Structurally Diverse 2,3-Dihydro-1H-Pyrroles
    Yu, Xiuling
    Guo, Zhonglin
    Song, Hongjian
    Liu, Yuxiu
    Wang, Qingmin
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (06) : 1077 - 1081
  • [8] Ionic Liquid Catalyzed Expeditious Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1H)-ones and 2-Aryl-2,3-dihydro-4H-chromen-4-ones under Microwave Irradiation
    Kumar, Dalip
    Patel, Gautam
    Kumar, Anil
    Roy, Ram K.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (04) : 791 - 795
  • [9] Synthesis of 3-Acetyl-4-hydroxy-1-phenylpyridin-2(1H)-one Derivatives
    Nikam, B. P.
    Kappe, T.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (01) : 215 - 220
  • [10] HIGHLY EFFICIENT SYNTHESIS OF 3,4-DIHYDRO-2(1H)-QUINOLINONE DERIVATIVES UNDER MICROWAVE HEATING
    Zhu, Xiao-Tong
    Li, Qiu-Yun
    Jiang, Bo
    Tu, Shu-Jiang
    HETEROCYCLES, 2012, 85 (07) : 1615 - +