A novel fast green method for the preparation of the squaraine dye 3-oxo-4[(1,3,3-trimethyl-3H-indol-1-ium-2-yl)methylene]-2-[(1,3,3-trimethylindolin-2-ylidene)methyl]cyclobut-1-enolate, inner salt

被引：5

作者：

Minkovska, Stela ^{[1
]}

Burdzhiev, Nikola ^{[2
]}

Alexiev, Alexi ^{[2
]}

Deligeorgiev, Todor ^{[2
]}

机构：

[1] Bulgarian Acad Sci, Inst Catalysis, Acad G Bonchev St,Bldg 11, Sofia 1113, Bulgaria

[2] Sofia Univ St Kliment Ohridski, Fac Chem & Pharm, 1 Blv J Bourchier, Sofia 1164, Bulgaria

来源：

CHEMICAL PAPERS | 2018年 / 72卷 / 06期

关键词：

Green method; 1,3,3-Trimethyl-2-methyleneindoline; Squaric acid; Ethyl L-lactate; Microwave irradiation; PI-EXTENDED SQUARAINE; ETHYL LACTATE; OPTICAL-PROPERTIES; FLUORESCENCE; ABSORPTION; SOLVENT;

D O I：

10.1007/s11696-018-0398-6

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel green method was developed for the preparation of a squaraine dye, on an 8-mmol scale, by microwave irradiation of two equivalents of 1,3,3-trimethyl-2-methyleneindoline with one equivalent squaric acid in the green solvent, ethyl l-lactate. The time required for this green synthesis is only 4 min. The target squaraine dye was isolated in excellent yield (81%) and with high purity.

引用

页码：1549 / 1552

页数：4

共 50 条

[1] A novel fast green method for the preparation of the squaraine dye 3-oxo-4[(1,3,3-trimethyl-3H-indol-1-ium-2-yl)methylene]-2-[(1,3,3-trimethylindolin-2-ylidene)methyl]cyclobut-1-enolate, inner salt
Stela Minkovska
Nikola Burdzhiev
Alexi Alexiev
Todor Deligeorgiev
[J]. Chemical Papers, 2018, 72 : 1549 - 1552
[2] (E)-1-([1,1′-Biphenyl]-4-yl)-2-(1,3,3-trimethylindolin-2-ylidene)ethanone
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[J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O3223 - U233
[3] 4-tert-Butyl-2-[2-(1,3,3-trimethylindolin-2-ylidene)ethylidene]cyclohexanone
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Ashraf, Mohamed
Kay, Andrew J.
[J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1210 - U1193
[4] Spectrophotometric determination of manganese with derivatives of 1,3,3-trimethyl-2-[3-(1,3,3-trimethyl-1,3-H-indol-2-ylidene)propenyl]-3H-indolium
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Andruch, V
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[J]. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2003, 377 (04) : 709 - 714
[5] Spectrophotometric determination of manganese with derivatives of 1,3,3-trimethyl-2-[3-(1,3,3-trimethyl-1,3-H-indol-2-ylidene)propenyl]-3H-indolium
Ioseph S. Balogh
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[J]. Analytical and Bioanalytical Chemistry, 2003, 377 : 709 - 714
[6] 2,3,3-Trimethyl-1-[4-(2,3,3-trimethyl-3H-indol-1-ium-1-yl)butyl]-3H-indol-1-ium diiodide
Wu, Di
Shen, Li-Xia
Niu, Yun-Yin
Ng, Seik Weng
[J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2714 - +
[7] Crystal structure determination as part of an undergraduate laboratory experiment: 1 ',3 ',3 '-trimethylspiro[chromene-2,2 '-indoline] and 1 ',3 ',3 '-trimethyl-4-[(E)-(1,3,3-trimethylindolin-2-ylidene) methyl] spiro[chroman-2,2 '-indoline]
Beckett, Joseph O. S.
Olmstead, Marilyn M.
Fettinger, James C.
Gray, David A.
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Mascal, Mark
[J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2016, 72 : 1659 - +
[8] 1-(4-{[(1,3,3-Trimethylindolin-2-yl-idene) methyl] diazenyl}phenyl) ethanone
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Ashraf, Mohamed
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Kay, Andrew J.
[J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1499 - +
[9] 2-(1H-indol-3-yl)-2′-(1H-indol-3-yl-methylene)acetohydrazide
Ali, Hapipah M.
Shimar, Jamaludin Nazzatush
Ng, Seik Weng
[J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3459 - U3025
[10] Synthesis and characterisation of 3-H-indolo-2-dimethinehemicyanine dyes obtained by the condensation of (1,3,3-trimethylindolin-2-ylidene)acetaldehyde with anilines in acetic acid
Gaspar, Costinela-Laura
Panea, Ioan
Baldea, Ioan
[J]. DYES AND PIGMENTS, 2007, 74 (02) : 306 - 312

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