Cyclization of 2-benzoylamino-N-methyl-thiobenzamides to 3-methyl-2-phenylquinazolin-4-thiones

被引：11
|
作者：
Hanusek, Jiri
Rosa, Pavel
Drabina, Pavel
Sedlak, Milos
机构：
[1] Univ Pardubice, Fac Chem Technol, Dept Organ Chem, Pardubice 53210, Czech Republic
[2] ANIVEG CZ Sro, Lovosice 41002, Czech Republic
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2006年 / 43卷 / 05期
关键词：
D O I：
10.1002/jhet.5570430521
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Acylation of 2-amino-N-methyl-thiobenzamide with substituted benzoyl chlorides has been used to synthesize the corresponding 2-benzoylamino-N-methylthiobenzamides. Subsequent sodium methoxide-catalyzed ring closure gives the corresponding 3-methyl-2-phenylquinazoline-4-thiones. These compounds were characterized by means of their H-1- and C-13-NMR spectra. The kinetics of the cyclization reaction has been followed with UV-VIS spectroscopy at 100 degrees C in methanolic solutions of sodium methoxide.
引用
收藏
页码：1281 / 1285
页数：5
相关论文
共 50 条
  • [31] Methyl (Z)-2-{[N-(2-formylphenyl)-4-methylbenzenesulfonamido]methyl}-3-phenylprop-2-enoate
    Madhanraj, R.
    Murugavel, S.
    Kannan, D.
    Bakthadoss, M.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O3511 - U743
  • [32] OXIDATION OF N-METHYL-3-PYRIDONE TO 3-HYDROXY-N-METHYL-2-PYRIDONE
    TOSATO, ML
    SOCCORSI, L
    CIGNITTI, M
    GAZZETTA CHIMICA ITALIANA, 1979, 109 (6-7): : 387 - 388
  • [33] SYNTHESIS OF 4-SUBSTITUTED 3-METHYL-1-PHENYL-2-PYRAZOLINE-5-THIONES BY HETEROCYCLES
    KANDEEL, MM
    ABBADY, MS
    YOUSSEF, MSK
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1988, (06): : 1005 - 1008
  • [34] SYNTHETIC STUDIES ON PYRIDOXINE DERIVATIVES .1. SYNTHESIS OF 5-SUBSTITUTED-3-(2-METHYL-3-HYDROXY-5-HYDROXYMETHYL-4-PYRIDYL)METHYL-4-METHYLTHIAZOLINE-2-THIONES
    ITO, I
    KUROYANAGI, Y
    SUZUKI, K
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1975, 95 (08): : 944 - 948
  • [35] CYCLIZATION OF N-(VINYLOXYETHYL)ACETAMIDE INTO 3-ACETOXY-2-METHYL-1,3-OXAZOLIDINE
    TARASOVA, OA
    TROFIMOV, BA
    ALPERT, ML
    IVANOVA, NI
    AMOSOVA, SV
    VORONKOV, MG
    ZHURNAL ORGANICHESKOI KHIMII, 1981, 17 (12): : 2628 - 2628
  • [36] Methyl 2,5-Dihydroxy-4-(3 '-methyl-2 '-butenyl)benzoate
    Tjahjandarie, Tjitjik Srie
    Saputri, Ratih Dewi
    Tanjung, Mulyadi
    MOLBANK, 2016, (02)
  • [37] SYNTHESIS AND REACTIONS OF 4-METHYL-3,4-DIHYDROPYRIMIDINE-2(1H)-THIONES AND 6-METHYL-3,4-DIHYDROPYRIMIDINE-2(1H)-THIONES
    SINGH, H
    KUMAR, S
    SINGH, P
    JOURNAL OF CHEMICAL RESEARCH, 1984, (05) : 137 - 137
  • [38] 3-METHYL-2-PYRIDYLAMIDES, 4-METHYL-2-PYRIDYLAMIDES, 5-METHYL-2-PYRIDYLAMIDES AND 6-METHYL-2-PYRIDYLAMIDES OF DIPHENYLACETIC ACID
    GUTKOWSKA, B
    MODRZEJEWSKA, W
    ACTA POLONIAE PHARMACEUTICA, 1982, 39 (04): : 205 - 207
  • [39] Synthesis of 2-alkyl-2-methyl-3-butenenitriles by alkylation of 2-methyl-2-butenal N,N-dimethylhydrazone
    Mino, T
    Yamashita, M
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03): : 1159 - 1160
  • [40] Synthesis and characterization of 2-[2-aryltelluroethyl]-3-methyl pyridines (Te, N) and 2-[2-(3-methyl pyridoethyltelluro)ethyl]-3-methyl pyridine (N, Te, N)
    Sharma, K. K.
    Srivastava, Prarthana
    Pragya
    Kumud
    ORIENTAL JOURNAL OF CHEMISTRY, 2010, 26 (01) : 129 - 134
12345