RJCES Vol 6 [3] June 2018 103 | P age © 2018 AELS, INDIA
ORIGINAL ARTICLE
Ammonium Lauryl Sulfate: An Anionic Surfactant Catalyzed One
Pot Green Synthesis of 1H-Benzo[d]imidazoles, Quinoxalines and
2,3-Dihydro-1H-benzo[b][1,4]diazepines at Room Temperature
Deepali Agarwal*, Ankita Verma, Jyotsna Dhanik and Virendra Kumar Kasana
Organic Synthesis Laboratory, Department of Chemistry, CBSH
G.B. Pant University of Agriculture & Technology, Pantnagar (263145), U.S. Nagar, India
*Corresponding author: Email: agarwal.deepali.15@gmail.com
ABSTRACT
We have developed a greener synthetic method for the synthesis of 1H-benzo[d]imidazoles, quinoxalines and 2,3-
dihydro-1H-benzo[b][1,4]diazepines from the diversity of aromatic aldehydes, 1,2-diketones and ketones respectively at
room temperature using anionic surfactant, ammonium lauryl sulfate (ALS) as an efficient catalyst and water as a
solvent. This protocol gave 1H-benzo[d]imidazoles, quinoxalines and 2,3-dihydro-1H-benzo[b][1,4]diazepines in good to
excellent yield with high purity.
Keywords: 1H-benzo[d]imidazoles, quinoxalines, 2,3-dihydro-1H-benzo[b][1,4]diazepines, anionic surfactant,
ammonium lauryl sulfate.
Received 11.04.2018 Accepted 02.06.2018 © 2018 AELS, INDIA
INTRODUCTION
In synthetic organic chemistry, development of green methodologies in terms of solvent choice and
catalyst design to reduce the waste generation is a key step in the reaction. Concept of green chemistry
has open new vistas for synthetic chemists that encourage moving towards sustainable and innovative
approach [1-8]. One of the important areas of green chemistry is to minimize energy consumption and
replacement of toxic solvents with environmentally benign solvents. Water as a solvent has gained much
attention as it is safe, inexpensive, non-toxic and environmentally friendly. Heterocycles represents
significant compounds in drugs and pharmaceutically relevant substances [9]. Quinoxalines,
benzodiazepines and benzimidazoles are the important class of nitrogen containing biologically active
heterocyclic compounds. They are known to exhibit broad and diversified biological activities and thus,
have achieved increasing interest in medicinal and pharmaceutical chemistry [10-21]. Therefore, their
synthesis is desirable under the conventions of green chemistry [22]. Herein, we report a convenient and
green approach for the synthesis of 1H-benzo[d]imidazoles, quinoxalines and 2,3-dihydro-1H-
benzo[b][1,4]diazepines using ammonium lauryl sulfate as an efficient catalyst and water as a solvent.
MATERIALS AND METHODS
All chemicals and reagents were purchased from Hi-media and Sigma-Aldrich, and used without further
purification. BRUKER AVANCE DRX-400 MHz spectrophotometer was used to record
1
H NMR spectra of
synthesized compounds at ambient temperature using TMS as an internal standard.
General Procedure for the Synthesis of 1H-Benzo[d]imidazoles
To the 100 mL round bottom flask, 2 mmol aromatic aldehyde, 2 mmol benzene-1,2-diamine and 2 mol %
of 30 % ALS in 2 mL distilled water were taken and stirred on magnetic stirrer at room temperature
(Scheme 1). Reaction progress was monitored by silica gel TLC plates using hexane and ethyl acetate
(70:30) solvent system. After completion of the reaction, crude solid product formed was washed with
distilled water and dried. Recrystallization was done using ethanol.
Research Journal of Chemical and Environmental Sciences
Res J. Chem. Environ. Sci. Vol 6 [3] June 2018: 103-108
Online ISSN 2321-1040
CODEN: RJCEA2 [USA]
©Academy for Environment and Life Sciences, INDIA
Website: www.aelsindia.com/rjces.htm
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