Impact Factor: 5.6     h-index: 27

Document Type : Original Article

Authors

Department of Chemistry, Karaj Branch, Islamic Azad University, Karaj, Iran.

Abstract

Synthesized DCU analogous such as benzoyl-N,N’-dicyclo hexyl urea, N,N’-dicyclohexyl-N-3,5-dinitro benzoyl urea and N,N’-dicyclohexyl-N-[(E)-3-phenylacryloyl]urea were found to possess free radical scavenging activity. Benzotriazepines comprise an interesting class heteroaromatic compounds because of their significant biological and pharmaceutical properties such as antibacterial, antiviral, psychotropic and antimalarial properties. In this paper, synthesis of 4-aryl-3-cyclohexyl-4,5-dihydro-1H-benzo[f][1,3,5] triazepin-2(3H)-one and N'',N''''''-1,2-phenylenebis N-cyclohexylurea is reported by condensation reaction of amines with cyclohexylisocyanate and aldehydes using iron (III) phosphate as catalyst under environmentally conditions. Melting points, IR spectra 1HNMR spectra were obtained. Analytical TLC of all reactions was performed on Merck precoated plates (silica gel 60 F-254 on aluminum). GC/Mass spectra were recorded on an Agilent 6890 GC Hp-5 capilary 30m × 530µm × 1.5 µm nominal operating at 70 eV.

Graphical Abstract

Iron (III) Phosphate-Catalyzed Condensation Reaction of Amines with Cyclohexyl Isocyanate and Aldehydes user Environmentally condition

Keywords

Main Subjects

[1] TAP report for Iron (III) phosphate July (2004)
[2]  Otsuka K., Wang Y.  Appl. Catal. A., 2001, 222:145
[3]  Ren T., Yan L., Zhang X., Suo J.  Appl. Catal. A., 2003, 244:11
[4]  Heravi M.M., Behbahani F.K., Zadsirjan V., Oskooie H.A. Heterocyclic Commun., 2006, 12:369
[5]  Behbahani F.K., Yektanezhad T., Khorrami A.R. Heterocycles, 2010, 81:2313
[6]  Behbahani F.K., Yektanezhad T. Monatsh. Chem., 2012, 143:1529
[7]  Behbahani F.K., Farahani M., Oskooie H.A. J. Korean Chem. Soc., 2011, 55:633
[8]  Behbahani F.K., Sasani M. J. Serb. Chem. Soc., 2011, 77:1157
[9]  Samadi M., Behbahani F.K., J. Chil. Chem. Soc., 2015, 60:2881
[10] Behbahani F.K., Ziaei P. Chem. Heterocycl. Compds., 2012, 48:1011
[11] Haseena banu B., Prasad K.V.S.R.G., Bharathi K. Eur. J. Med. Chem., 2014, 78:72
[12] Sahoo S.P., Subudhi B.B., Swain R., Asian J. Res. Chem., 2011, 4:148
[13] Farshori N.N., Ahmad A., Khan U.A., Rauf A. Eur. J. Med. Chem., 2011, 46:1433
[14] Ramesh R., De K., Chandrasekaran S. Tetrahedron., 2007, 63:10534
[15] Naraharibabu A., Rameshbabu V.N.S., Hanumanthu P. Synth. Commun., 2001, 31:375
[16] Weber L., Illgen K., Almstetter M. Synlett., 1999, 3:366
[17] Ugi I. Angew. Chem. Int. Ed. Engl., 1962, 1:8
[18] Passerini M. Gazz.Chim. Ital., 1921, 51:126
[19] Thompson K.A., Hall D.G. Chem. Commun., 2000, 2379
[20] Behbahani F.K., Samadi S. Chem. Method., 2018, 4:171