NISCAIR Online Periodicals Repository Collection: IJC-B Vol.51B(05) [May 2012]

Convenient synthesis of Carvedilol utilizing 3-(9H-carbazol-4-yloxy)-1-chloropropan-2-yl phenyl carbonate as a key intermediate

Title: Convenient synthesis of Carvedilol utilizing 3-(9H-carbazol-4-yloxy)-1-chloropropan-2-yl phenyl carbonate as a key intermediate

Authors: Kumar, B Anand; Ashrafuddin, Md; Rajesh, V; Parveen, Sadhika; Madhusudhan, G

Abstract: Convenient synthesis of pharmaceutically important moiety Carvedilol, 1 (β-adrenergic blocking agent) has been reported utilizing 3-(9H-carbazol-4-yloxy)-1-chloropropan-2-yl phenyl carbonate 8 as a key intermediate. The synthetic scheme involves the reaction of intermediate 8 with 2-(2-methoxy phenoxy)ethanamine 5 by using N,N-Dimethyl-4-aminopyridine (DMAP) in N,N-dimethylformamide (DMF) which yield 3-(2-(2-methoxyphenoxy)ethyl)-5-((9H-carbazol-4-yloxy)methyl)oxazolidin-2-one 7 via 1-(9H-carbazol-4-yloxy)-3-chloropropan-2-yl 2-(2-methoxyphenoxy)ethylcarbamate 6. The resulted compound 7 has further been converted to the required Carvedilol and this approach could be useful for the preparation of many β-amino alcohols without formation of Impurity B.

Page(s): 780-784

Synthesis and evaluation of some novel [1,2,4]triazolo[1,5-α] pyrimidine derivatives for anticancer activity

Title: Synthesis and evaluation of some novel [1,2,4]triazolo[1,5-α] pyrimidine derivatives for anticancer activity

Authors: Pattan, Shashikant; Hole, Mangesh; Pattan, Jayshri; Dengale, Santosh; Shinde, Hemlata; Muluk, Rekha; Nirmal, Sunil; Jadhav, Ravindra

Abstract: A series of 7-(4-chlorophenyl)-2-phenyl-1,7-dihydro [1,2,4] triazolo [1,5α] pyrimidine 4a-l have been synthesized and evaluated for anticancer activity. The newly synthesized compounds have been characterized by IR, ¹H NMR and elemental analyses. All the compounds have been found to promising anticancer activity when compared with standard drug cyclophosphamide.

Page(s): 774-779

An efficient synthesis of 3-bromoflavones under solvent free conditions using grinding technique

Title: An efficient synthesis of 3-bromoflavones under solvent free conditions using grinding technique

Authors: Jakhar, Komal; Makrandi, J K

Abstract: Selective bromination of 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones has been carried out with ammonium bromide and ammonium persulphate at room temperature using grinding technique under solvent free conditions to give 2-bromo derivatives which on cyclodehydration with p-toluenesulphonic acid under grinding conditions give 3-bromoflavones. Also, flavones on bromination using above mentioned conditions give 3-bromoflavones directly.

Page(s): 770-773

Synthesis and characterisation of diastereomeric (E & Z) vinylsulfides and vinylsulfones from p-tolylphenylacetylene

Title: Synthesis and characterisation of diastereomeric (E & Z) vinylsulfides and vinylsulfones from p-tolylphenylacetylene

Authors: Naik, P Jagan; Kumar, L Vinay; Naveen, M; Reddy, A Babul; Sree, M Karuna; Penchalaiah, N; Swamy, G Narayana

Abstract: The addition of p-methylbenzenethiol to p-tolylphenylacetylene results in the formation of a mixture of diastereomeric (E) & (Z)-1-(4-methylphenyl)-2-phenyl-1-[(4-methylphenyl)thio] ethylenes (1 and 2) and (E) & (Z)-2-(4-methylphenyl)-1-phenyl-1-[(4-methylphenyl)thio] ethylenes (3 and 4). The configurations of these compounds have been established by ¹H NMR studies, by their preparation from benzyl p-tolyl ketone and p-methylbenzyl phenyl ketone, and by the oxidation of the thioethylenes 1, 2, 3 and 4 to the corresponding sulfonylethylenes 5, 6, 7 and 8 respectively.

Page(s): 765-769