[bmim]HSO4: an efficient and reusable catalyst for one-pot three-component synthesis of 2,3-dihydro-4(1H)-quinazolinones

被引：66

作者：

Darvatkar, Nitin B. ^{[2
]}

Bhilare, Sachin V. ^{[2
]}

Deorukhkar, Amol R. ^{[3
]}

Raut, Dilip G. ^{[3
]}

Salunkhe, Manikrao M. ^{[1
]}

机构：

[1] Cent Univ Rajasthan, Jaipur 302019, Rajasthan, India

[2] Inst Sci, Dept Chem, Bombay 400032, Maharashtra, India

[3] Shivaji Univ, Dept Chem, Kolhapur 416004, Maharashtra, India

来源：

GREEN CHEMISTRY LETTERS AND REVIEWS | 2010年 / 3卷 / 04期

关键词：

bmim]HSO4; quinazoilnones; ionic liquids; one-pot synthesis; water; IONIC LIQUIDS; DERIVATIVES; SOLVENTS; WATER; QUINAZOLIN-4(3H)-ONES; TUBULIN; ANALOGS;

D O I：

10.1080/17518253.2010.485581

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

Various di- and mono-substituted quinazolinones were synthesized by one-pot condensation of isatoic anhydride, aldehyde and amine, or ammonium carbonate using [bmim]HSO4 as catalyst in aqueous medium. Water as a reaction media, recyclability of catalyst, shorter reaction time, and good yields (70-90%) are some of the salient features of the developed protocol.

引用

页码：301 / 306

页数：6

共 24 条

[1]

Water-accelerated synthesis of novel bis-2,3-dihydroquinazolin-4(1H)-one derivatives [J].

Baghbanzadeh, M ;

Salehi, P ;

Dabiri, M ;

Kozeligarya, G .

SYNTHESIS-STUTTGART, 2006, (02) :344-348

[2]

HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER [J].

BRESLOW, R .

ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) :159-164

[3]

Gallium(III) triflate-catalyzed one-pot selective synthesis of 2 3-dihydroquinazolin-4(1H)-ones and quinazolin-4(3H)-ones [J].

Chen, Jiuxi ;

Wu, Dengze ;

He, Fei ;

Liu, Miaochang ;

Wu, Huayue ;

Ding, Jinchang ;

Su, Weike .

TETRAHEDRON LETTERS, 2008, 49 (23) :3814-3818

[4]

Reactivity of ionic liquids [J].

Chowdhury, Shahana ;

Mohan, Ram S. ;

Scott, Janet L. .

TETRAHEDRON, 2007, 63 (11) :2363-2389

[5]

The Claisen rearrangement. Response to solvents and substituents: The case for both hydrophobic and hydrogen bond acceleration in water and for a variable transition state [J].

Gajewski, JJ .

ACCOUNTS OF CHEMICAL RESEARCH, 1997, 30 (05) :219-225

[6]

Protic ionic liquids: Properties and applications [J].

Greaves, Tamar L. ;

Drummond, Calum J. .

CHEMICAL REVIEWS, 2008, 108 (01) :206-237

[7]

Antitumor 2,3-dihydro-2-(aryl)-4(1H)-quinazolinone derivatives - Interactions with tubulin [J].

Hamel, E ;

Lin, CM ;

Plowman, J ;

Wang, HK ;

Lee, KH ;

Paull, KD .

BIOCHEMICAL PHARMACOLOGY, 1996, 51 (01) :53-59

[8]

6-alkylamino- and 2,3-dihydro-3′-methoxy-2-phenyl-4-quinazolinones and related compounds:: Their synthesis, cytotoxicity, and inhibition of tubulin polymerization [J].

Hour, MJ ;

Huang, LJ ;

Kuo, SC ;

Xia, Y ;

Bastow, K ;

Nakanishi, Y ;

Hamel, E ;

Lee, KH .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (23) :4479-4487

[9]

Chemical and biochemical transformations in ionic liquids [J].

Jain, N ;

Kumar, A ;

Chauhan, S ;

Chauhan, SMS .

TETRAHEDRON, 2005, 61 (05) :1015-1060

[10]

FOLATE ANALOGS .35. SYNTHESIS AND BIOLOGICAL EVALUATION OF 1-DEAZA, 3-DEAZA, AND BRIDGE-ELONGATED ANALOGS OF N-10-PROPARGYL-5,8-DIDEAZAFOLIC ACID [J].

LI, SW ;

NAIR, MG ;

EDWARDS, DM ;

KISLIUK, RL ;

GAUMONT, Y ;

DEV, IK ;

DUCH, DS ;

HUMPHREYS, J ;

SMITH, GK ;

FERONE, R .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (09) :2746-2754

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