A novel N-alkylation of amines by alkyl halides on mixed oxides at room temperature

被引:34
作者
Gawande, Manoj B. [1 ]
Deshpande, Sameer S. [1 ]
Satam, Jitendra R. [1 ]
Jayaram, Radha V. [1 ]
机构
[1] Univ Bombay, Inst Chem Technol, Dept Chem, Bombay 400019, Maharashtra, India
关键词
N-alkylation; mixed oxides; tertiary amines; liquid phase reaction; room temperature (30 degrees C);
D O I
10.1016/j.catcom.2006.08.011
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Selective liquid phase N-alkylation of amines by alkyl halides using Al2O3-OK as a catalyst in the presence of acetonitrile at room temperature (30 degrees C) is described. The Al2O3-OK catalyst was characterized by XRD, SEM-EDXS, elemental analysis, particle size analysis, BET surface area, pore size and average pore diameter. The catalyst used for this synthetically useful transformation showed a considerable level of reusability as well as good activity. (c) 2006 Published by Elsevier B.V.
引用
收藏
页码:576 / 582
页数:7
相关论文
共 30 条
[11]   Synthesis of ethyl α-cyanocinnamates catalyzed by Al2O3-OK solid base [J].
Jin, TS ;
Guo, JJ ;
Liu, HM ;
Li, TS .
SYNTHETIC COMMUNICATIONS, 2003, 33 (05) :783-788
[12]   NEMATOCIDAL ACTIVITY OF LONG ALKYL CHAIN AMIDES, AMINES, AND THEIR DERIVATIVES ON DOG ROUNDWORM LARVAE [J].
KIUCHI, F ;
NISHIZAWA, S ;
KAWANISHI, H ;
KINOSHITA, S ;
OHSIMA, H ;
UCHITANI, A ;
SEKINO, N ;
ISHIDA, M ;
KONDO, K ;
TSUDA, Y .
CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (12) :3234-3244
[13]   Organic reactions in ionic liquids: N-alkylation of phthalimide and several nitrogen heterocycles [J].
Le, ZG ;
Chen, ZC ;
Hu, Y ;
Zheng, QG .
SYNTHESIS-STUTTGART, 2004, (02) :208-212
[14]   Reductive cleavage of azo dyes and reduction of nitroarenes over trivalent iron incorporated hexagonal mesoporous aluminophosphate molecular sieves [J].
Mohapatra, SK ;
Sonavane, SU ;
Jayaram, RV ;
Selvam, P .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2003, 46 (01) :155-163
[15]   Regio- and chemoselective catalytic transfer hydrogenation of aromatic nitro and carbonyl as well as reductive cleavage of azo compounds over novel mesoporous NiMCM-41 molecular sieves [J].
Mohapatra, SK ;
Sonavane, SU ;
Jayaram, RV ;
Selvam, P .
ORGANIC LETTERS, 2002, 4 (24) :4297-4300
[16]   Metal-initiated amination of alkenes and alkynes [J].
Muller, TE ;
Beller, M .
CHEMICAL REVIEWS, 1998, 98 (02) :675-703
[17]   Allylation of alcohols and carboxylic acids with allyl acetate catalyzed by [Ir(cod)2]+BF4- complex [J].
Nakagawa, H ;
Hirabayashi, T ;
Sakaguchi, S ;
Ishii, Y .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (10) :3474-3477
[18]  
RACHINSKII FY, 1968, ZH PRIKL KHIM, V41, P1072
[19]   AGENTS ACTING ON CENTRAL NERVOUS-SYSTEM 19 (+/-)-1-(ORTHO-ALKANOYLPHENOXY AND META-ALKANOYLPHENOXY)-3-(N-4-ARYLPIPERAZINYL)PROPAN-2-OLS AS LOCAL ANESTHETICS, HYPOTENSIVES, AND TRANQUILIZERS [J].
RASTOGI, SN ;
ANAND, N ;
GUPTA, PP ;
SHARMA, JN .
JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (07) :797-804
[20]   Cesium effect: High chemoselectivity in direct N-alkylation of amines [J].
Salvatore, RN ;
Nagle, AS ;
Jung, KW .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (03) :674-683