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Ethyl 3-{2-[(3-Methyl-1H-indol-2-yl)carbonyl]-hydrazinylidene}-butanoate
Molbank 2012, M749; doi:10.3390/M749
OPEN ACCESS
molbank
ISSN 1422-8599
/journal/molbank
Short Note
Ethyl 3-{2-[(3-Methyl-1H-indol-2-yl)carbonyl]hydrazinylidene}-
butanoate
Thoraya A. Farghaly and Sobhi M. Gomha *
Department of Chemistry, Faculty of Science, University of Cairo, Giza 12613, Egypt
* Author to whom correspondence should be addressed; E-Mail: s.m.gomha@.
Received: 6 January 2012 / Accepted: 4 February 2012 / Published: 7 February 2012
Abstract: The title compound, ethyl 3-{2-[(3-methyl-1H-indol-2-yl)carbonyl]hydrazinylidene}
butanoate (3), was prepared via reaction of 3-methyl-1H-indole-2-carbohydrazide (1) and
ethyl 3-oxobutanoate (2) under reflux. The structure of the synthesized compound was
assigned on the basis of elemental analysis, IR, 1H-NMR, mass spectral and X-ray data.
Keywords: 3-methyl-1H-indole-2-carbohydrazide; X-ray
Indoles are among the most important nitrogen-containing heterocyclic molecules, found
extensively in biological systems which play a vital role in biochemical processes. The indole ring
system is found in many natural products, pharmaceutical agents and polymer materials [1–7]. The
interesting chemical properties of indole have inspired chemists to design and synthesize a variety of
indole derivatives [8]. In view of this finding, in the present paper we describe the synthesis of a new
indole derivative with expected biological activity.
Results and Discussion
3-Methyl-1H-indole-2-carbohydrazide (1) [9] was allowed to react with ethyl 3-oxobutanoate (2) in
ethanolic solution under reflux. The expected product of this reaction was assumed to be one of the
seven structures 3–9 shown in Scheme 1. IR, 1H-NMR, mass spectral data and single-crystal X-ray
diffraction studies (Figure 1 and Table 1) of the isolated product were in full agreement with the
structure 3, but not with the other structures 4–9.
Molbank 2012
M749 (Page 2)
Scheme 1. S
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