SYNTHESIS OF SOME NEW HETEROCYCLIC-COMPOUNDS CONTAINING THIENO[2,3-B]QUINOLINE MOIETY

被引:12
作者
ABDELRAHMAN, AE [1 ]
AWAD, IMA [1 ]
BAKHITE, EA [1 ]
机构
[1] UNIV ASSIUT,FAC SCI,DEPT CHEM,ASSIUT,EGYPT
来源
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1991年 / 60卷 / 3-4期
关键词
THIENOQUINOLINES; PYRIMIDINE-DITHIONES; PYRIMIDINE-DITHIOETHERS; CHLOROTRIAZINES; MERCAPTOTRIAZINES; HYDRAZINOTRIAZINES AND PYRAZOLYLTRIAZINES;
D O I
10.1080/10426509108036781
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
2-Cyano-3-amino-4-aryl-5, 6, 7, 8-tetrahydro-thieno[2, 3-b]quinoline (1) reacted with carbon disulfide to give compound 2. Alkylation of 2 with different reagents gave the corresponding thioethers 3-7. Diazotisation of 1 furnished chloro derivative 8 which reacted with thiourea to give mercaptotriazine 9. Methylation of 9 yielded 10. On treatment of 8 with hydrazone hydrate, the expected hydrazinocompound 11 was obtained. Reaction of 11 with aromatic aldehydes, acetylacetone, acetic acid, acetic anhydride, carbon disulfide and nitrous acid gave compounds 12-17, respectively. The structures of all synthesized compounds were confirmed by elemental and spectral analysis. © 1991, Taylor & Francis Group, LLC. All rights reserved.
引用
收藏
页码:189 / 199
页数:11
相关论文
共 11 条
[1]  
BRUCECHWATT LJ, 1981, CHEMOTHERAPY MALARIA, V2
[2]   HETEROARENOBENZODIAZEPINES .3. 4-PIPERAZINYL-10H-THIENO[2,3-B][1,5]BENZODIAZEPINES AS POTENTIAL NEUROLEPTICS [J].
CHAKRABARTI, JK ;
HORSMAN, L ;
HOTTEN, TM ;
PULLAR, IA ;
TUPPER, DE ;
WRIGHT, FC .
JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (08) :878-884
[3]  
CRONIN TH, Patent No. 6706512
[4]  
ELSLAGER E F, 1974, P99
[5]   REACTIONS OF HETEROCYCLES WITH THIOPHOSGENE .2. CHEMISTRY OF 3-FORMYLQUINOLINE-2(1H)-THIONE [J].
HULL, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (23) :2911-2914
[6]  
NEELIMA BK, 1986, J HETEROCYCLIC CHEM, V23, P925
[7]  
RAM VJ, 1981, J HETEROCYCLIC CHEM, V8, P1277
[8]  
SHARANIN YA, 1984, ZH ORG KHIM+, V20, P1539
[9]  
Sweeney T. R., 1979, Burger's Medicinal Chemistry. 4th ed. Part II., P333
[10]   HETEROCYCLIC SYNTHESES FROM O-AMINONITRILES .27. A ONE-STEP SYNTHESIS OF FUSED PYRIMIDINEDITHIONES [J].
TAYLOR, EC ;
MCKILLOP, A ;
WARRENER, RN .
TETRAHEDRON, 1967, 23 (02) :891-&