Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

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VOL. 49B

NUMBER 9

September 2010

CONTENTS

Papers

 

 

 

1225

A convenient one-pot preparation of N-substi­tuted thioamides

 

A convenient solvent-free, microwave assisted one-pot preparation  of N-substituted thioamides from acyl halides, amines and H2O/PSCl3/Et3N has been reported.

 

 

 

 

 

Lokesh Kumar Pandey, Uma Pathak*, Avik Mazumder & Sweta Mathur

 

Synthetic Chemistry Division, Defence Research & Development Establishment, Gwalior 474 002, India

 

 

 

 

 

 

 

 

1229

Synthesis of novel thiazolo[5,4-d]pyrimidines

 

2-Methylsulphanyl-5-aminothiazole-4-carboxamide 1 has been used as a convenient precursor for the synthesis of new  thiazolo[4,5-e][1,2,4-triazolo][4,3-c] pyrimidines 5 and the corresponding tetrazolo analogue 7. A mesoionic 8 seems to exist along with 7. Interesting heteroaryl-thiazolopyrimidine motifs have also been prepared via suitably substituted thiazolo[5,4-d]pyrimidines.

 

 

 

 

 

 

 

Gautam Chattopadhyay*, Debnath Saha, Partha Sinha Ray,
Subhendu Naskar & Swarbhanu Sarkar

 

Postgraduate Department of Chemistry, Presidency College, Kolkata 700 073, India

 

 

 

 

 

 

 

 

 

 

 

 

 

1235

Fungitoxicity and QSAR of 4-amino-5-substituted aryl-3-mercapto-(4H)-1,2,4-triazoles

 

Fungitoxicity and quantitative structure activity relationships of 4-amino-5-substituted aryl-3-mercapto-(4H)-1,2,4-triazoles have been studied using physicochemical parameters of the molecules.

 

 

 

 

 

Bijul Lakshman A & R L Gupta*

 

Division of Agricultural Chemicals, Indian Agricultural Research Institute, New Delhi 110 012, India

 

 

 

 

1243

Synthetic studies of some varied structural systems of biologically potent polynitrogen heteropolycyclics

 

Four-component one pot facile synthesis of pyrido[2,3-d]pyrimidines has been carried out. These pyridopyrimidines have been transformed into known and various hitherto unknown systems of ‘ortho’ fused heteropolycycles like pyrimidonaphthyridines, benzo[b]pyrimidonaphthyridines, dipyrimidonaphthyridines, pyridodipyrimidines; and of ‘ortho and peri’ fused unreported pyrimidonaphthyridinoquinazolines and 1,3,4,6,7,8,9,11-octazabenzo[de]naphthacene. All these novel linear and angular systems of heteropolycyclics have been found to be promising antimicrobial agents in the present study and may be developed into future potent drugs.

 

 

 

 

 

 

Shallu Gupta, Poonam Gupta, Anand Sachar

& Rattan L Sharma*

 

Department of Chemistry, University of Jammu, Jammu 180 006, India

 

 

 

 

 

 

 

 

 

 

 

 

Notes

 

 

 

 

 

 

1257

A facile preparation of N-methylpentan-1-amine: A key intermediate for ibandronate sodium

 

A facile preparation of N-methylpentan-1-amine, which is a key intermediate for the synthesis ibandronate sodium, an anti-osteoclast agent is described. This route is cost effective over the previous methods. Part of this work could be an easy access for the preparation of various N,N-alkyl or aryl amine derivatives.

 

 

 

 

 

 

 

 

 

V V R M Krishna Reddy, U S Chintamani,
D Udaykiran, G Madhusudhan* & K Mukkanti

 

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

 

 

 

 

 

 

 

1261

Synthesis and biological evaluation of some hydrazones and carbazones of indane-1,3-dione

 

A series of hydrazones and carbazones of indane-1,3-dione have been synthesized. The structures of the newly synthesized compounds have been confirmed on the basis of spectral studies. The synthesized compounds have been screened for their anticoagulant and antimicrobial activities.

 

 

 

 

 

 

 

 

 

 

S Jubie*, S Meena, K V Ramaseshu, N Jawahar &
S Vijayakumar

 

Department of Pharmaceutical Chemistry, J.S.S. College of Pharmacy, Off campus-JSS University,

Mysore, India

 

 

 

 

 

 

 

 

 

 

 

 

 

1264

Artoindonesianin F, a potent tyrosinase inhibitor from the roots of Artocarpus heterophyllys Lam

 

Tryrosinase inhibition activity-guided fractionation of the ethyl acetate extract of the roots of Artocarpus heterophyllus Lam., yield a stilbene derivative, (E)-4-[(1E)-3-methyl-1-buten-1-yl]-3,5,2˘,4˘-tetrahydroxystilb­ene (artoindonesianin F). The structure has been established based on physical and spectral data (UV, IR, 1H, 13C NMR and mass). The compound has shown a potent mushroom tyrosinase inhibition activity when compared with standard commercial compound, kojic acid.

 

 

 

 

 

 

 

 

 

G Venkateswara Rao*, T Mukhopadhyay

& N Radhakrishnan

 

CavinKare Research Centre, 12, Poonamalle Road, Ekkattuthangal, Chennai 600 032, India

 

 

 

 

 

 

 

1267

Synthesis of some biologically important fluori­nated 3-chlorochromones and 1,5-benzo­thia­ze­pines as antimicrobial and antifungal agents

 

A series of synthetic 3-chlorochromones and 1,5-benzothiazepines have been synthesized and evaluated for their antimicrobial and antifungal activity against Gram +ve and Gram -ve microorganisms.

 

 

 

 

 

 

 

 

 

D S Ghotekar, R S Joshi, P G Mandhane,
S S Bhagat & C H Gill
*

 

Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431 004, India

 

 

 

 

 

 

 

 

 

 

 

 

 

1271

Synthesis and antimicrobial activity of 1-alkyl and aryl-3-(2-methyl-1,8-naphthyridin-3-yl)ureas

 

2-Methyl-1,8-naphthyridine-3-carbonylazide has been synthe­sized from ethyl-2-methyl-1,8-naphthyridine-3-carboxy­late following two different procedures. The azide on heating with aliphatic and aromatic primaryamines in xylene udergoes Curtius rearrangement to furnish the title compounds 6a-t. They have been screened for their antimicrobial activity.

 

 

 

 

D Ramesh, M Thirumala Chary*, E Laxminarayana &
B Sreenivasulu

 

Department of Chemistry, Mahatma Gandhi University, Nalgonda 508 001, India

 

 

 

 

 

 

 

1274

A green approach to chemoselective N-acetylation of amines using catalytic amount of zinc acetate in acetic acid under microwave irradiation

 

A simple, efficient, cost-effective and environmentally benign alternative method for chemoselective N-acetylation of amines using catalytic amount of zinc acetate in acetic acid under microwave irradiation is reported.

 

 

 

 

G Brahmachari*, S Laskar & S Sarkar

 

Laboratory of Organic Synthesis and Natural Products, Department of Chemistry,

Visva-Bharati University, Santiniketan 731 235, India

 

 

 

 

 

 

 

1282

Synthesis and biological screening of 7-alkyl-3,3a,4,5-tetrahydroisoxazolo[3,4-d]pyridazines and 3-chloromethyl-7-methyl-3a,4-dihydro-3H-isoxa­zo­lo[3,4-d][1,2]oxazine

 

Novel 3-acyl-4-bromomethyl- and 3-acyl-4,5-bischloromethyl-2-isoxazolines were prepared from alkenes like allyl bromide and 1,4-dichloro-trans-2-butene respectively and methyl ketones using Fe(NO3)3.9H2O. These compounds have been screened for anti-fungal and anti-bacterial activity.

 

 

 

Tahira Naqvi, Kamal K Kapoor & Rattan Lal Sharma*

 

Department of Chemistry, University of Jammu, Jammu 180 006, India

 

 

 

 

 

 

 

 

 

 

 

 

 

1290

Copper(II) chloride catalyzed Friedel-Crafts-type conjugate addition of indoles to a,b-unsaturated enones: Synthesis of 3-substituted indoles

 

Friedel-Crafts-type alkylation reactions of indoles with a,b-unsaturated enones are catalyzed by a simple copper salt, CuCl2 at room temperature. Several chalcones, cyclohex-2-enone and methyl vinyl ketone are used in this reaction to furnish the corresponding b-indoloylketones in good to excellent yields.

 

 

 

 

Deepika Kanwar, Rashmi Rani, Jyoti Agarwal & Rama Krishna Peddinti*

 

Department of Chemistry, Indian Institute of Technology, Roorkee 247 667, India

 

 

 

 

 

Authors for correspondence are indicated by (*)