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Chemical transformations of mackinazolinone and its derivatives
Nasrullaev A. O.; Turdibaev Zh E.; Elmuradov B. Zh; Yili A.; Aisa H. A.; Shakhidoyatov Kh M.
2012
Source PublicationCHEMISTRY OF NATURAL COMPOUNDS
ISSN0009-3130
Volume48Issue:4Pages:638-642
AbstractThe thioanalog of mackinazolinone (2,3,4,10-tetrahydro-1 H-pyrido2,1-bquinazolin-10-one) was synthesized for the first time by reacting it with P2S5. The thioanalog was reacted with aromatic aldehydes and Vilsmeier- Haack reagent (DMF + POCl3) to produce 4-arylidene- and -hydroxymethylidenemackinazolinthiones, respectively. The reactions of 4-hydroxymethylidenemackinazolinone with isomeric aminophenols and aminobenzoic acids and of hydroxymethylidenemackinazolinthione with thionylchloride were studied. Subsequent reaction of the obtained 4-chloromethylidene derivative with sodium hydroselenide was synthesized a new Se-containing derivative of mackinazolinone. It was shown that 4-formylmackinazolinthione existed in the enol form whereas 4-formylmackinazolinone existed as the enaminoaldehyde tautomer.
KeywordMackinazolinone Mackinazolinthione Nucleophilic Substitution Electrophilic Addition
Subject AreaPharmacology & Pharmacy ; Chemistry
DOI10.1007/s10600-012-0331-0
Indexed BySCI
WOS IDWOS:000309471600030
Citation statistics
Cited Times:4[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.xjipc.cas.cn/handle/365002/1610
Collection省部共建新疆特有药用资源利用重点实验室
资源化学研究室
AffiliationUzbek Acad Sci, S Yu Yunusov Inst Chem Plant Subst, Tashkent 700135, Uzbekistan;Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Xinjiang Indigenous Med Plants Resource U, Urumqi 830011, Peoples R China
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Nasrullaev A. O.,Turdibaev Zh E.,Elmuradov B. Zh,et al. Chemical transformations of mackinazolinone and its derivatives[J]. CHEMISTRY OF NATURAL COMPOUNDS,2012,48(4):638-642.
APA Nasrullaev A. O.,Turdibaev Zh E.,Elmuradov B. Zh,Yili A.,Aisa H. A.,&Shakhidoyatov Kh M..(2012).Chemical transformations of mackinazolinone and its derivatives.CHEMISTRY OF NATURAL COMPOUNDS,48(4),638-642.
MLA Nasrullaev A. O.,et al."Chemical transformations of mackinazolinone and its derivatives".CHEMISTRY OF NATURAL COMPOUNDS 48.4(2012):638-642.
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