Uses of 1-(3-Cyano-4,5,6,7-tetrahydrobenzo[b]-thiophen-2-yl)-3-dodecanoylthiourea as a Building Block in the Synthesis of Fused Pyrimidine and Thiazine Systems

被引:15
作者
Hemdan, Magdy Mohamed [1 ]
Abd El-Mawgoude, Heba Kamal [2 ]
机构
[1] Ain Shams Univ, Fac Sci, Dept Chem, Cairo 11566, Egypt
[2] Ain Shams Univ Heliopolis, Fac Women, Dept Chem, Cairo 11767, Egypt
关键词
lauroyl isothiocyanate; pyrimidine derivative; fused system; 2-amino-4,5,6,7-tetrahydrobenzo[b]-thiophene-3-carbonitrile; BIOLOGICAL-ACTIVITY; FACILE SYNTHESIS; INHIBITORS; NUCLEOSIDES; ANTICANCER;
D O I
10.1248/cpb.c15-00047
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The reaction of lauroyl isothiocyanate and 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile was used to synthesize the title compound 2. Compound 2 could serve as the main building block in the synthesis of many target heterocyclic systems. Various fused pyrimidines were synthesized in the reactions of compound 2 with sodium ethoxide, hydrazine hydrate, phenyl hydrazine, ethyl carbazate, thiourea, and/or 2-aminothiophenol. The structures of the synthesized compounds were confirmed by microanalytical and spectral data.
引用
收藏
页码:450 / 456
页数:7
相关论文
共 28 条
[21]  
Sauter F., 1996, EL C HET CHEM ECHET
[22]  
Sauter F., 1996, SCI PHARM, V64, P647
[23]  
Shaifullah Chowdhury A. Z. M., 1999, J BANGLADESH ACAD SC, V23, P59
[24]  
Soliman R, 2003, Boll Chim Farm, V142, P167
[25]   Anticancer, anti-inflammatory and analgesic activity evaluation of heterocyclic compounds synthesized by the reaction of 4-isothiocyanato-4-methylpentan-2-one with substituted o-phenylenediamines, o-diaminopyridine and (un)substituted o-diaminopyrimidines [J].
Sondhi, SM ;
Johar, M ;
Rajvanshi, S ;
Dastidar, SG ;
Shukla, R ;
Raghubir, R ;
Lown, JW .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2001, 54 (01) :69-74
[26]  
Srivastava A. N., 2013, J SERB CHEM SOC, V78, P1
[27]   SYNTHESIS OF 3-SUBSTITUTED-4-PHENYL-2-THIOXO-1,2,3,4,5,6,7,8-OCTAHYDROBENZO[4,5]THIENO[2,3-D]PYRIMIDINES [J].
VEGA, S ;
ALONSO, I ;
DIAZ, JA ;
JUNQUERA, F .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (02) :269-273
[28]   Synthesis and cytotoxicity of 9-(2-deoxy-2-alkyldithio-β-D-arabinofuranosyl)purine nucleosides which are stable precursors to potential mechanistic probes of ribonucleotide reductases [J].
Wnuk, SF ;
Lewandowska, E ;
Companioni, DR ;
Garcia, PI ;
Secrist, JA .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (01) :120-126