Synthesis of some 2,10-dioxo-4-methyl-2[H],10[H]benzo[1,2-b:5,6-b′]dipyran-8-carboxylic acids

被引:0
作者
Soman, SS [1 ]
机构
[1] Maharaja Sayajirao Univ Baroda, Fac Sci, Dept Chem, Baroda 390002, Gujarat, India
来源
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1999年 / 38卷 / 05期
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dimethylacetylenedicarboxylate on condensation with 7-hydroxy-4-methylbenzopyran-2[H]-one 1 furnishes an inseparable cis-trans mixture of 4-methyl-7-(dimethylethene-dicarboxylate)oxybenzopyran-2[H]-one 2. It is then hydrolysed to give corresponding cis-trans mixture of acids 3, which are cyclised with conc. H2SO4 to give 2,10-dioxo-4-methyl-3[H], 10[H]-benzo[1,2-b:5,6-b']dipyran-8-carboxylic acid 4. Esterification of 4 with dimethyl sulphate gives the corresponding methyl ester 5. Similarly 2,5-dioxo-4,10- dimethyl-2[H], 6[H]benzo[1,2-b:4,5-b']dipyran-8-carboxylic acid 10 and 2,5-dioxo-4-methyl of the above carboxylic acids 2[H], 5[H]-benzo[1,2-b:3,4-b']dipyran-7-carboxylic acid 15 are prepared from 7-hydroxy-4,8-dimethylbenzopyran-2[H]-one and 6-hydroxy-4-methylbenzopyran 2[H]-one 11.
引用
收藏
页码:542 / 544
页数:3
相关论文
共 50 条
[41]   Donor-Acceptor Conjugated Polymers Based on Dithieno[3,2-b:3′,2′-b]naphtho[1,2-b:5,6-b′]dithiophene: Synthesis and Semiconducting Properties [J].
He, Mu ;
Li, Weili ;
Gao, Yao ;
Tian, Honakun ;
Zhang, Jidong ;
Tong, Hui ;
Yan, Donghang ;
Geng, Yanhou ;
Wang, Fosong .
MACROMOLECULES, 2016, 49 (03) :825-832
[42]   DESIGN, SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME NEW 6,8-HALO-SUBSTITUTED-2H-[1,2,4]TRIAZINO[5,6-B]INDOLE-3(5H)-ONE/-THIONE AND 6,8-HALO-SUBSTITUTED 5-METHYL-2H-[1,2,4]TRIAZINO[5,6-B]INDOL-3(5H)-ONE/-THIONE [J].
Kumar, Rajeev ;
Singh, Tejendra ;
Singh, Hariram ;
Jain, Sandeep ;
Roy, R. K. .
EXCLI JOURNAL, 2014, 13 :225-240
[43]   Cyclization of 1,4-Phenylenediacrylic Acid with Thionyl Chloride and Subsequent Suzuki-Miyaura Reactions Revisited. The Products are Benzo[1,2-b;5,6-b']dithiophenes and not Benzo[1,2-b;4,5-b']dithiophenes [J].
Hassan, Zahid ;
Reimann, Sebastian ;
Wittler, Kai ;
Ludwig, Ralf ;
Villinger, Alexander ;
Langer, Peter .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (04) :731-739
[44]   SOME SUBSTITUTED IMIDAZO[1,2-B][1,2,4]TRIAZINES AND 8H-PYRIMIDO[1,2-B][1,2,4]TRIAZIN-8-ONES AS POTENTIAL ANTINEOPLASTIC AGENTS [J].
LABOUTA, IM ;
SOLIMAN, FSG ;
KASSEM, MG .
PHARMAZIE, 1986, 41 (11) :812-813
[45]   Synthesis of ethyl 2-methyl-4-aryl-5-oxo-1H, 4H-indeno [1,2-b] dihydropyridine-3-carboxylates [J].
Edayadulla, N. ;
Ramesh, P. .
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 16 (04) :371-374
[46]   Side-Chain Influence of Wide-Bandgap Copolymers Based on Naphtho[1,2-b:5,6-b]bispyrazine and Benzo[1,2-b:4,5-b′]dithiophene for Efficient Photovoltaic Applications [J].
Yu, Ting ;
Xu, Xiaopeng ;
Li, Ying ;
Li, Zuojia ;
Peng, Qiang .
ACS APPLIED MATERIALS & INTERFACES, 2017, 9 (21) :18142-18150
[47]   BENZODIFURANS .I. SYNTHESIS OF BENZO[1,2-B - 5,4-B'] DIFURAN AND SOME METHYL ANALOGS [J].
WORDEN, LR ;
BURGSTAH.AW ;
KAUFMAN, KD ;
WEIS, JA ;
SCHAAF, TK .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1969, 6 (02) :191-&
[48]   HALOCYCLIZATION OF 3-ALLYLTHIO-5H-[1,2,4]TRIAZINO[5,6-b]INDOLE [J].
Kim, D. G. ;
Zhuravlyova, A. V. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2010, 46 (07) :896-898
[50]   5H-ISOINDOLO[1,2-B][3]BENZAZEPINES .8. SYNTHESIS OF DERIVATIVES OF 5H-ISOINDOLO[1,2-B]ISOQUINOL-5-ONE [J].
PROKSA, B ;
UHRIN, D ;
VADKERTI, A .
CHEMICAL PAPERS, 1991, 45 (04) :567-573