Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

http://www.niscair.res.in; http://nopr.niscair.res.in

Total visitors: 7187 since 04-05-2012

 

VOL. 51B

NUMBER 5

May 2012

CONTENTS

Papers

 

 

 

731

Synthesis of novel heteroarenes based [1,2,3]-triazoles via click chemistry and their evaluation for antibacterial activity

 

Novel heteroarenes based [1,2,3]-triazole derivatives 8a-h and 9a-f have been assembled via click chemistry between the terminal alkynes and heteroarylazides at ambient temperature. Some of these novel compounds have been evaluated for their in-vitro antibacterial efficacy and results are reported.

 

 

 

 

Davinder Prasad, Nisha Aggarwal, Rajesh Kumar & Mahendra Nath*

 

Department of Chemistry, University of Delhi, Delhi 110 007, India

 

 

 

 

 

 

739

Synthesis and antibacterial evaluation of benzazoles tethered dihydro[1,3]oxazines

 

In light of interesting antimicrobial properties associated with benzazoles and dihydro-1,3-oxazine ring system, a series of novel benzazole tethered dihydro[1,3]-oxazine derivatives has been synthesized via one-pot methodology and screened for their in-vitro antibacterial efficacy. Some of the synthesized molecules have shown significant antibacterial activity with low IC50 values in the range of 0.208-1.106 mg/mL.

 

 

 

 

Davinder Prasad, Rajesh Kumar Rohilla, Nilanjan Roy & Mahendra Nath*

 

Department of Chemistry, University of Delhi, Delhi 110 007, India

 

 

 

 

 

 

 

 

 

 

 

 

 

746

Conventional and microwave-assisted synthesis of pyrazole derivatives and screening for their antibacterial and antifungal activities

 

5-{2′-Chloro-6′-methyl-(3′-quinolyl)}-3-(substitutedphe­nyl) pyrazole 3a-j, 5-{2′-chloro-6′-methyl-(3′-quinol­yl)}-3-(sub­stitutedphenyl) pyra­zole carboxamide 4a-j and 5-{2′-chloro-6′-methyl-(3'-quinolyl)}-3-(substituted­phenyl) pyrazole carbo­thiamide 5a-j have been synthe­sized from 3-(2'-chloro-6'-methyl(3'-quinolyl))-1-(substi­tuted­phenyl)prop-2-en-1-one 2a-j. Both the reactions have been carried out by conventional and microwave methods. All the synthesized compounds 3a-j, 4a-j and 5a-j have been tested for their antimicrobial activity and the structures of the synthesized compounds have been established on the basis of elemental analysis and spectral data.

 

 

 

 

 

 

 

 

 

 

 

 

 

Where, R=-H, 4-Br, 4-Cl, 4-CH3, 4-OCH3, 4-OH, 2, 4-di-Cl, 2, 4-di-Cl-5-F, 2, 5-di-Cl-3-F, 4-NO2

 

 

 

 

 

 

B D Mistry*, K R Desai, J A Patel & N I Patel

 

Department of Chemistry, B. K. M. Science College, Valsad 396 001, India

 

 

 

 

 

 

 

 

 

 

Notes

 

 

 

 

 

 

752

Microwave mediated solvent free synthesis of
2-arylimidazolines from aldehydes using a solid base catalyst

 

2-Arylimidazolines have been synthesized in solvent free condition using catalytic amount of a solid base obtained by fusing a mixture of Al2O3 and KNO3 and by exposure of the mixture to microwave irradiation. The imidazolines have been obtained in good yield with short reaction time and simple recovery. Ketones are found to be unreactive.

 

 

 

 

 

 

 

 

Pranab J Das*& Akashi Baruah

 

Department of Chemistry, Gauhati University, Guwahati 781 014, India

 

 

 

 

 

 

 

756

La(OTf)3 catalyzed synthesis of quinoxalines

 

Lanthanumtrifluoromethane sulfonate is found to be an efficient and highly effective catalyst for the synthesis of quinoxalines under ambient conditions. The method is simple and efficient to produce quinoxalines in very good yields.

 

 

 

 

 

 

 

 

 

 

B China Raju* & K Ramachandra

 

Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India

 

 

 

 

 

 

 

 

 

 

 

 

760

Facile synthesis of some new steroidal pyrazoline and 1,3,4-oxadiazole

 

Title compounds, 3β-[(3-methyl-5-oxo-2-pyrazolin-1-yl)­carbonyl- methoxy]cholest-5-ene 4, 3β-[5-phenyl-1,3,4-oxadiazol-2-yl] methoxycholest-5-ene 5, 3β-[5-(4′′-chlorophenyl) -1,3,4-oxadiazol-2-yl]methoxycholest-5-ene 6 and 3β-[5-(4′′- ethylphenyl)-1,3,4–oxadiazole-2-yl)methoxycholest-5-ene 7 are prepared by the cyclization of cholest-5-en-3β-O-acetyl hydrazide 3 using methyl acetoacetate, benzoic acid, 4-chlorobenzoic acid and 4-ethylbenzoyl chloride in presence of phosphorous oxychloride through conventional heating. Compound 5 has been obtained by two different ways.

 

 

 

 

Shamsuzzaman*, Mohd Gulfam Alam & Tabassum Siddiqui

 

Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, India

 

 

 

 

 

 

 

765

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

 

`

 

 

P Jagan Naik, L Vinay Kumar, M Naveen, A Babul Reddy, M Karuna Sree, N Penchalaiah &

G Narayana Swamy*

 

Department of Chemistry, Sri Krishnadevaraya University, Anantapur 515 003, India

 

 

 

 

 

 

 

 

 

 

 

 

 

770

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

 

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.

 

 

 

 

Komal Jakhar & J K Makrandi*

 

Department of Chemistry, Maharshi Dayanand University, Rohtak 124 001, India

 

 

 

 

 

 

 

774

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

 

`

 

 

 

 

Shashikant Pattan*, Mangesh Hole, Jayshri Pattan, Santosh Dengale, Hemlata Shinde,

Rekha Muluk, Sunil Nirmal & Ravindra Jadhav

 

Department of Pharmaceutical Chemistry, Pravara Rural College of Pharmacy, Pravaranagar 413 736, India

 

 

 

 

 

 

 

 

 

 

 

 

 

780

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

 

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) give 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 resulting compound 7 is further converted to the required Carvedilol and this approach can be useful for the preparation of many β-amino alcohols without formation of Impurity B.

 

 

 

B Anand Kumar , Md Ashrafuddin, V Rajesh, Sadhika Parveen & G Madhusudhan*

 

Inogent Laboratories Private Limited, A GVK BIO Company, 28A, IDA, Nacharam, Hyderabad 500 076, India

 

 

 

 

 

Authors for correspondence are indicated by (*)