1-benzyl-3-(2-(pyridin-2-yl)hydrazono)indolin-2-one
by
Bouhfid Rachid
1,
Nicolas Joly
2,
Vincent Lequart
2,
Patrick Martin
2,
Mohamed Massoui
1 and
El Mokhtar Essassi
1,* 
1
Laboratoire de Chimie Organique Hétérocyclique, Pôle de compétences Pharmacochimie Université Mohammed V-Agdal, BP: 1014 Avenue Ibn Batouta, Rabat, Marocco
2
Blood-Brain Barrier Laboratory (EA 2465), IUT of Béthune, University of Artois, BP 819, 62408 Béthune, France
*
Author to whom correspondence should be addressed.
Molbank 2007, 2007(2), M535; https://doi.org/10.3390/M535
Submission received: 9 November 2006
/
Accepted: 4 December 2006
/
Published: 31 May 2007
Indole derivatives fall into an important class of organic compounds. These compounds are found in various natural products as fundamental nuclei and are well recognized for their wide spectrum of pharmacological and biochemical behavior. They have received the attention of biochemists because of their therapeutic and biochemical activities [1,2,3].
We report in this work the synthesis of new indoline derivatives.
![Molbank 2007 m535 i001]()
To a solution of 1 (1 g, 4.2 mmol) in 10 mL of ethanol, was added 2-hydrazinopyridine hydrochloride 2 (0.62 g, 4.2 mmol). The mixture was refluxed for 10 h. The precipitate was filtered and washed with ethanol to give compound 3, which was recrystallized from methanol.
Yield: (83%).
Melting Point: 155 °C.
MS (EI): M+ (m/z) = 328.
1H NMR (300 MHz, CDCl3): 5.05 (s, 2H, NCH2); 6.55-8.30 (m, 3H, HAr); 12.91 (s, 1H, NH).
13C NMR (300 MHz, CDCl3): 43.3 (NCH2); 108.1, 109.5, 118.3, 119.4, 122.7, 127.3, 127.7, 128.8, 138.1, 148.2 (CHAr); 121.0, 128.7, 135.6, 141.0 (Cq); 155.3 (C=Nimine); 161.7 (C=Oamide).
Elemental analysis: Calculated for C20H16N4O: C, 73.15%; H, 4.91%; N, 17.06%; Found: C, 73.01%; H, 5.05%; N, 16.89%.
Supplementary materials
Supplementary File 1Supplementary File 2Supplementary File 3References
- Verma, M.; Pandeya, S.N.; Singh, K.N.; Stables, J.P. Acta Pharm. 2004, 54, 49. [PubMed]
- Guengerich, F.P.; Sorrells, J.L.; Schmitt, S.; Krauser, J.A.; Aryal, P.; Meijer, L. J. Med. Chem. 2004, 47, 3236. [PubMed]
- Pirrung, M.C.; Pansare, S.V.; Sarma, K.D.; Keith, K.A.; Kern, E.R. J. Med. Chem. 2005, 48, 3045. [PubMed]
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MDPI and ACS Style
Rachid, B.; Joly, N.; Lequart, V.; Martin, P.; Massoui, M.; Essassi, E.M. 1-benzyl-3-(2-(pyridin-2-yl)hydrazono)indolin-2-one. Molbank 2007, 2007, M535. https://doi.org/10.3390/M535
AMA Style
Rachid B, Joly N, Lequart V, Martin P, Massoui M, Essassi EM. 1-benzyl-3-(2-(pyridin-2-yl)hydrazono)indolin-2-one. Molbank. 2007; 2007(2):M535. https://doi.org/10.3390/M535
Chicago/Turabian StyleRachid, Bouhfid, Nicolas Joly, Vincent Lequart, Patrick Martin, Mohamed Massoui, and El Mokhtar Essassi. 2007. "1-benzyl-3-(2-(pyridin-2-yl)hydrazono)indolin-2-one" Molbank 2007, no. 2: M535. https://doi.org/10.3390/M535
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