Zeolite H-ZSM-5: an Efficient and Reusable Catalyst for One-Pot Synthesis of Amidoalkyl Naphthols under Solvent-Free Conditions

SAMI ULLAH BHAT; Rawoof Ahmad Naikoo; Rayees Ahmad Bhat; Manzoor Ahmad Malla; Radha Tomar

SAMI ULLAH BHAT Jiwaji University, Gwalior (M.P.)-474011 India
Rawoof Ahmad Naikoo Jiwaji University, Gwalior (M.P.)-474011 India
Rayees Ahmad Bhat Jiwaji University, Gwalior (M.P.)-474011 India
Manzoor Ahmad Malla Jiwaji University, Gwalior (M.P.)-474011 India
Radha Tomar Jiwaji University, Gwalior (M.P.)-474011 India

Keywords: Amidoalkyl Naphthols, Zeolite H-ZSM-5, 2-Napthol.

Abstract

Zeolites have been used as an excellent and highly efficient catalyst for one-pot synthesis of amidoalkyl naphthols. This route involves multicomponent reaction of 2-napthol, various aromatic aldhydes and amide in presence of catalyst Zeolite H-ZSM-5 under solvent free condition. The synthesized Zeolite was characterized by XRD, FTIR and SEM. The products were characterized by FTIR and ¹H-NMR. The method involves shorter reaction time, simple procedure, easy workup and the products are obtained in excellent yield.

Downloads

Download data is not yet available.

Author Biographies

SAMI ULLAH BHAT, Jiwaji University, Gwalior (M.P.)-474011 India

School of Studies in Chemistry

Rawoof Ahmad Naikoo, Jiwaji University, Gwalior (M.P.)-474011 India

School of Studies in Chemistry,

Rayees Ahmad Bhat, Jiwaji University, Gwalior (M.P.)-474011 India

School of Studies in Chemistry,

Manzoor Ahmad Malla, Jiwaji University, Gwalior (M.P.)-474011 India

School of Studies in Chemistry,

Radha Tomar, Jiwaji University, Gwalior (M.P.)-474011 India

School of Studies in Chemistry,

References

R.S. Varma, Clay and clay-supported reagents in organic synthesis, Tetrahedron 58 (2002) 1235–1255.

M.M.Khodaei, A.R Khosropour, and H .Moghanian. Synlett (2006), 916-920.

M.Darmodran, N.P.Selvam, P.T.Perumal, Tetrahedron Lett. (2009), 5474-5478.

Y. Kusakabe, J. Nagatsu, M. Shibuya, O. Kawaguchi, C. Hirose, S. Shirato, J. Antibiot.1972), 25, 44.

J.B. Chylińska, T. Urbański, M. Mordarski, J. Med. Chem., 1963,6, 484.

G.Y. Lesher, A.R. Surrey, J. Am. Chem. Soc., 1955, 77, 636.

H.S. Mosher, M.B. Frankel, M. Gregory, J. Am. Chem. Soc., 1973, 75, 5326.

J.L. Peglion, J. Vian, B. Gourment, N. Despaux, V. Audinot, M. Millan, Bioorg. Med. Chem. Lett.1997, 881.

H. Ren, S. Grady, D. Gamenara, H. Heinzen, P. Moyna, S. Croft, H. Kendrick, V. Yardley, G. Moyna, Bioorg. Med. Chem. Lett., 2011, 11, 1851.

H. Matsuoka, N. Ohi, M. Mihara, H. Suzuki, K. Miyamoto, N. Maruyama, K. Tsuji, N. Kato, T.Akimoto, Y. Takeda, K. Yano, T. Kuroki, J. Med. Chem.1997, 40, 105.

Z .Xiaoyan, R. L. Yong, and S. H .Kim Bull. Korean Chem. Soc. 2012, 2779-2802.

S. B. Patil, P. R. Singh, M. P. Surpur, S. D. Samant, Ultrason. Sonochem. 2007, 14,515; (b) R. R.Nagawade, D. B. Shinde, Chin. J. Chem. 2007, 25, 1710.

N. P. Selvam, P. T. Perumal, Tetrahedron Lett. 2006, 47, 7481.

G. Rashinkar and R. Salunkhe, J. Mol. Catal. A: Chem., 2010, 316,146.

M .Wang, Y. Liang, T .T. Zhang and J .J .Gao, Chin Chem Lett., 2012, 23, 65-68.

L. Nagarapu, M. Baseeruddin, S. Apuri, S. Kantevari, Catal. Commun. 2007, 7, 1729.

M. Hajjami, F.Ghorbani, F.Bakht, Appl. Catal. A: Gen., 470, 2014, 303– 310.

W. K .Su, W .Y .Tang and J. J.Li. J Chem Res., 2008, 123-128.

P.Gawand, H. Deokar, B. Langi, A .Yadav. A. Chaskar. Synth. Commun2009. 39, 4171–4179.

A .Kumar, M.S.Rao, I .Ahmad, B .Khungar Can J Chem, (2009) 87:714.

R. S. Hamid, Y. Hossein, G. Majid, Bioorg. Med. Chem. Lett. 2008, 18, 788.

S. Kantevari, S. V. N. Vuppalapati, L. Nagarapu, Catal. Commun. 2007, 8, 1857.

M. M. Khodaei, A. R. Khosropour, H. Moghanian, Synlett 2006, 916.

A.R. Supale, G.S .Gokavi, J Chem Sci (2010) 122:189.

P.Zhang, Z.H .Zhang, Monatsh Chem (2009) 140:199.

(a) R. R. Nagawade, D. B. Shinde, Mendeleev Commum. 2007, 17, 299; (b) B. Das, K. Laxminarayana, B. Ravikanth, B. R. Rao, J. Mol. Catal. A: Chem. 2007, 261, 180.

K. Samad, N. Roshanak, S. O. Mojtaba and T .Mahgol, World Appl. Sci. J, 2012, 20,656.

K. C. Ashalua and J. N. Raoa Journal of Chemical and Pharmaceutical Research, 2013, 5(2):44-47.

R.M.Tigote, K.P. Haval, S.K. Kazi, Y.P. Sarnakir, A.D. Sagar, IJCPS, 2015, 39-44.

S .R .Mistry, R. S. Joshi and K. C. Maheria J. Chem. Sci. 2011, 427–432.

K A. Shaikh, U. N. Chaudhar and V. B. Ningdale IOSR Journal of Applied Chemistry 2014, 90-93.

S. B. Said, M. M. A. Mashaly, A. M. Sheta, S. S. Elmorsy International Journal of Organic Chemistry 2015, 191-199.

D. Kundu, A. Majee and A. Hajra, Catal. Commun, 2010, 11, 1157.

H. R. Shaterian, H. Yarahmadi and M. Ghashang, Tetrahedron, 2008, 64, 1263.