Aqueous 2-methoxyethanol Reaction media: Synthesis of some 4,5-dihydro-pyrazole-1-carbaldehyde derivative

  • Sainath B Zangade Department of Chemistry, Madhavrao Patil College, Palam, Dist. Parbhani (M S) India.
Keywords: Aqueous 2-methoxyethanol, N-formyl-2-pyrazoline, I, I- unsaturated ketone, hydrazine hydrate.

Abstract

A novel N-formyl-2-pyrazoline derivative was synthesized by reaction of an α,β- unsaturated ketone with hydrazine hydrate and formic acid in aqueous 2-methoxyethanol reaction media. The Clean reaction conditions, simple workup procedure and short reaction time giving high yields of product are notable advantages of method. The structure of the title compound was established by IR, 1H NMR, 13C NMR and analytical data. 

Downloads

Download data is not yet available.

References

Amir, M, Kuumar, H and Khan, S A, (2008). Synthesis and pharmacological evaluation of pyrazoline derivatives as new anti-inflammatory and analgesic agents. Bioorganic Medicinal Chemistry Letters, 18(3), 918-922.

Zhang, X H, Wu, S K, Gao, Z Q, Lee, S T and Kwong, H L, (2000). Pyrazoline derivatives for blue color emitter in organic electroluminescent devices. Thin Solid Film, 371 (1-2), 40-46.

Bhargava, S and Rajwanshi, L K, (2013). Synthesis of some novel pyrido [2, 3-d]pyrimidine derivatives and their antimicrobial investigation. Indian Journal of Chemistry, 52B (03), 448-452.

Krainets, I V, Amer, M, Bezuglyi, P A, Gorokhova, O V, Sidorenko, L V and Turov A V, (2002). 4-Hydroxy-2-quinolones. 56. 4-(Adamant-1-yl)thiazolyl-2-amides of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids as potential antitubercular agents. Chemistry of Heterocyclic Compounds, 38 (5), 571–575.

Faisal,H, Attar, S, Sadiq, U and Amir, A, (2010). Synthesis, characterization, antiamoebic activity and cytotoxicity of novel series of pyrazoline derivatives bearing quinoline tail. European Journal of Medicinal Chemistry, 45 (10), 4669–4675.

Barsoum, F F, Hosni, H M and Girgis, A S, (2006). Novel bis(1-acyl-2-pyrazolines) of potential anti-inflammatory and molluscicidal properties. Bioorganic Medicinal Chemistry Letters, 14 (11), 3929–3937.

Rostom, S A F, Badr, M H, Abdel Razik, H A, Ashour, H M A and Abdel Wahab, A E, (2011). Synthesis of some pyrazolines and pyrimidines derived from polymethoxy chalcones as Anticancer and Antimicrobial agent. Archiv der Pharmazie Chemistry in Life Sciences, 1-16.

nsuasty, B, Chamizo, L, Munoz, J, Tigreros, A, Quiroga, J, Abonia, R, Nogueras, M and Cobo, J, (2012). Synthesis of 1-substituted 3-aryl-5-aryl(hetaryl)-2-pyrazolines and study of their antitumor activity. Archiv der Pharmazie Chemistry in Life Sciences, 345, 275-286.

Bhat, A R, Athar, F and Azam, A, (2009). Bis-pyrazolines: Synthesis, characterization and antiamoebic activity as inhibitors of growth of Entamoeba histolytica. European Journal of Medicinal Chemistry, 44 (1), 426-431.

Archana; Srivastava, V.K.; Chandra, R.; Kumar, A, (2002). Synthesis of potential quinazolinonyl pyrazolines and quinazolinyl isoxazolines as anticonvulsant agents. Indian Journal of Chemistry Section B, 41, 2371-2375.

Sivakumar, P M, Seenivasan, S P, Kumar, V and Doble, M, (2010). Novel 1,3,5-triphenyl-2-pyrazolines as anti-infective agents. Bioorganic Medicinal Chemistry Letters, 20 (10), 3169-3172.

Ahn, J H, Kim, H M, Jung, S H, Kang, S K, Kim, K R, Rhee, S D,Yang, S D, Cheon, H G and Kim, S S, (2004). Synthesis and DP-IV inhibition of cyano-pyrazoline derivatives as potent anti-diabetic agents. Bioorganic Medicinal Chemistry Letters, 14 (17), 4461-4465.

Khalaf Ali, A, El-Shafei Ahmed, K and El-Sayed Ahmed M, (1982). Synthesis of some new bicyclic pyrazoline derivatives. Journal of Heterocyclic Chemistry, 19(3), 609-612.

Zangade, S, Shinde, A, Patil, A and Vibhute, Y, (2012). An efficient and facile ring closure of 2’‐hydroxychalcones under irradiation of tungsten light. European Journal of Chemistry, 3 (2), 208-212.

Zangade, S B, Shinde, A T, Chavan, S B, Mokle, S S and Vibhute, Y B, (2013). Photocyclisation of 2’-hydroxychalcones into 2- pyrazolines under irradiation of solar energy. European Chemical Bulletin, 2 (4), 208-210.

Zangade, S B, Mokle, S S, Shinde, A T and Vibhute, Y B, (2013). An atom efficient, green synthesis of 2-pyrazoline derivatives under solvent-free conditions using grinding technique. Green Chemistry Letters and Reviews, 6(2), 123-127.

Zangade, S B, Shinde, A T, Vibhute, A Y and Vibhute, Y B, (2012). An Improved Synthesis And Biological Evaluation Of Some New 4,5-dihydro-pyrazole-1-Carbaldehyde Derivatives. Pakistan Journal of Chemistry, 2(1), 1-6.

Raiford, L C and Peterson, W J, (1937). Identification of phenylhydrazones and isomeric pyrazolines obtained from chalcones. Journal of Organic Chemistry, 1(6), 544-551.

Pramod, S, Negi, J S, Pant, G J, Rawant Mohan, S M and Budakoti, A, (2009). 5-(3-Nitrophenyl)-3-phenyl-4,5- dihydro-1H-pyrazole-1-carbaldehyde. Molbank, M 614.

Levai, A, (1998). Fused heterocycles. 8 An efficient procedure for the stereoselective synthesis of trans-2,3,3a,4-tetrahydro-3-aryl-2-phenyl[1]benzopyrano[4,3-c]pyrazoles and their [1]benzothiopyrano analogues Journal of Heterocyclic Chemistry, 35(1), 13-16.

Furniss, B S, Hannaford, A J, Smith, P W and Tatchell, A R, (2004). Vogel’s Textbook of Practical Organic Chemistry, 5th Edn.; Pearson Education, India.

Published
2017-05-20
How to Cite
Zangade, S. (2017). Aqueous 2-methoxyethanol Reaction media: Synthesis of some 4,5-dihydro-pyrazole-1-carbaldehyde derivative. Journal of Progressive Research in Chemistry, 4(3), 201-205. Retrieved from http://scitecresearch.com/journals/index.php/jprc/article/view/1122
Section
Articles