Alum catalyzed simple and efficient synthesis of 5-arylidene-2,4-thiazolidinedione in aqueous media

被引:34
作者
Shelke, Kiran F. [1 ]
Sapkal, Suryakant B. [1 ]
Kakade, Gopal K. [1 ]
Sadaphal, Sandip A. [1 ]
Shingate, Bapurao B. [1 ]
Shingare, Murlidhar S. [1 ]
机构
[1] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad 431004, Maharashtra, India
关键词
Knoevenagel condensation; alum; 2,4-thiazolidinedione; aromatic aldehyde; aqueous media; ONE-POT SYNTHESIS; CENTER-DOT 12H(2)O; KNOEVENAGEL CONDENSATION; REUSABLE CATALYST; ACID; KAL(SO4)(2)CENTER-DOT-12H(2)O; SYSTEM; WATER;
D O I
10.1080/17518250903478345
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alum (KAl(SO4)(2)center dot 12H(2)O) is an inexpensive, efficient, and non-toxic catalyst used for the synthesis of 5-arylidine-2,4-thiazolidinediones by the Knoevenagel condensation of aromatic aldehydes with 2,4-thiazolidinedione in aqueous media at 90 degrees C. This method affords the 5-arylidine-2,4-thiazolidinediones in short reaction times, high yields, and green aspects by avoiding toxic catalysts and hazardous solvents.
引用
收藏
页码:17 / 21
页数:5
相关论文
共 30 条
[1]   SYNTHESIS OF LACTAMS WITH POTENTIAL CARDIOTONIC ACTIVITY [J].
ANDREANI, A ;
RAMBALDI, M ;
LOCATELLI, A ;
LEONI, A ;
BOSSA, R ;
CHIERICOZZI, M ;
GALATULAS, I ;
SALVATORE, G .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (10) :825-829
[2]   KA1(SO4)2•12H2O supported on silica gel as a novel heterogeneous system catalyzed biginelli reaction -: One-pot synthesis of di-hydropyrimidinones under solvent-free conditions [J].
Azizian, J ;
Mohammadi, AA ;
Karimi, AR ;
Mohammadizadeh, MR .
APPLIED CATALYSIS A-GENERAL, 2006, 300 (01) :85-88
[3]   A stereoselective three-component reaction:: KAl(SO4)2•12H2O, an efficient and reusable catalyst for the one-pot synthesis of cis-isoquinolonic acids [J].
Azizian, J ;
Mohammadi, AA ;
Karimi, AR ;
Mohammadizadeh, MR .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (01) :350-352
[4]  
Bozdag O, 1999, TURK J CHEM, V23, P163
[5]   Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones using KAl(SO4)2•12H2O as a reusable catalyst in water and ethanol [J].
Dabiri, M ;
Salehi, P ;
Otokesh, S ;
Baghbanzadeh, M ;
Kozehgary, G ;
Mohammadi, AA .
TETRAHEDRON LETTERS, 2005, 46 (36) :6123-6126
[6]   Eco-friendly and efficient one-pot synthesis of alkyl- or aryl-14H-dibenzo[a,j]xanthenes in water [J].
Dabiri, Minoo ;
Baghbanzadeh, Mostafa ;
Nikcheh, Maryam Shakouri ;
Arzroomchilar, Elham .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (01) :436-438
[7]   Alum (KAl(SO4)2 • 12H2O):: An efficient and inexpensive catalyst for the one-pot synthesis of 1,3,4-oxadiazoles under solvent-free conditions [J].
Dabiri, Minoo ;
Salehi, Peyman ;
Baghbanzadeh, Mostafa ;
Bahramnejad, Mahboobeh .
MONATSHEFTE FUR CHEMIE, 2007, 138 (12) :1253-1255
[8]   Alum (KAl(SO4)2 • 12H2O) catalyzed one-pot synthesis of coumarins under solvent-free conditions [J].
Dabiri, Minoo ;
Baghbanzadeh, Mostafa ;
Kiani, Shadi ;
Vakilzadeh, Yasamin .
MONATSHEFTE FUR CHEMIE, 2007, 138 (10) :997-999
[9]  
ELFEKY SAH, 1993, PHARMAZIE, V48, P894
[10]  
Gadekar LS, 2008, ORG CHEM IND J, V4, P458