Microwave-Assisted Solid-Phase Synthesis of 4,5-Dihydroxy-1,3-dialkyl-4,5-diarylimidazolidine-2-thione and Thiohydantoins

被引:11
作者
Ghanbari, Mohammad M. [1 ]
Mahdavinia, Gholam H. [2 ,3 ]
Safari, Javad [4 ]
Naeimi, Hossein [4 ]
Zare, Mehdi [2 ,3 ]
机构
[1] Islamic Azad Univ, Sarvestan Branch, Dept Chem, Sarvestan, Iran
[2] Islamic Azad Univ, Marvdasht Branch, Dept Chem, Marvdasht, Iran
[3] Chem Sci Soc, Marvdasht, Iran
[4] Kashan Univ, Dept Chem, Kashan, Iran
关键词
5-5-Diarylthiohydantoin; 4; 5-dihydroxy-1; 3-dialkyl-4; 5-diarylimidazolidine-2-thione; microwave; solid phase; DERIVATIVES;
D O I
10.1080/00397911.2010.503000
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[image omitted] 4,5-Dihydroxy-1,3-dialkyl-4,5-diarylimidazolidine-2-thione are obtained in good yields from the 1:1 addition reaction between benzil derivatives and thiourea derivatives in the solid phase. These compounds undergo smooth rearrangement followed by a hydrogen shift to produce thiohydantoins in excellent yields.
引用
收藏
页码:2414 / 2420
页数:7
相关论文
共 15 条
[2]  
BUTLER AR, 1989, J CHEM SOC P2, P731
[3]   Structure and anti-proliferation function of 5,5-diphenyl-2-thiohydantoin (DPTH) derivatives in vascular endothelial cells [J].
Cheng, Cheng-Kuo ;
Wu, Jender ;
Liu, Yuan ;
Lee, Tong-Sheng ;
Kang, Shuo-Jhen ;
Sheu, Ming-Thau ;
Lee, Wen-Sen .
VASCULAR PHARMACOLOGY, 2008, 48 (2-3) :138-142
[5]  
JIN B, 2010, SYNTHETIC COMMUN, V40, P615
[6]   A one-pot chemoselective S-alkylation and acetylation of thiohydantoins using the alkyl orthoformate-ZnCl2-AC2O reagent system [J].
Kumar, Ravi ;
Chauhan, Prem M. S. .
TETRAHEDRON LETTERS, 2008, 49 (38) :5475-5479
[7]  
Mohring J R., 1998, Experimental Organic Chemistry - A balanced Approach: Macroscale and Microscale
[8]   A rapid and efficient microwave-assisted synthesis of hydantoins and thiohydantoins [J].
Muccioli, GG ;
Poupaert, JH ;
Wouters, J ;
Norberg, B ;
Poppitz, W ;
Scriba, GKE ;
Lambert, DM .
TETRAHEDRON, 2003, 59 (08) :1301-1307
[9]   GREEN, MICROWAVE-ASSISTED APPROACH TO THE SYNTHESIS OF ARYLIDENE-SUBSTITUTED SPIRO[4,5] DECAN-8-ONE DERIVATIVES IN WATER [J].
Peng, Ju-Hua ;
Zhang, Xiao-Hong ;
Shi, Feng ;
Hao, Wen-Juan ;
Tu, Shu-Jiang .
SYNTHETIC COMMUNICATIONS, 2010, 40 (04) :615-623
[10]   Preparation of phenytoin derivatives under solvent-free conditions using microwave irradiation [J].
Safari, J. ;
Naeimi, H. ;
Ghanbari, M. M. ;
Fini, O. Sabzi .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (03) :477-479