Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry


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VOL. 45B

NUMBER 3

MARCH 2006

CONTENTS

Rapid Communications

 

 

 

675

Synthesis and characterization of novel (fenchonyl­sulfonyl) oxaziridine

 

IPC: Int.Cl.7 C 07 D

An efficient synthesis of (fenchonylsulfonyl) oxaziridine from commercially available fenchone is described. Several intermediates involved in the synthesis of oxaziridine viz. fenchone sulfonic acid, fenchone sulfonylchloride, fenchone sulfonamide, fenchone sulfonimine have also been synthesized and characterized.

 

 

 

 

 

 

 

 

Jitendra Kumar Mishra, Vinod Kumar &
Mahabir Parshad Kaushik*

 

 

 

 

 

 

 

678

Soluble polymer supported organic synthesis (SPSOS): Synthesis of PEG-ylated phthalizinediones

 

IPC: Int.Cl.7 C 07 D

PEGylated phthalizine derivatives of different molecular weights have been synthesized after the activation of PEGs using glutaric anhydride. Percentage loading has been calculated using 1H NMR.

 

 

 

 

 

Kalyan Chakravarthy Akula*, Krishna Boddu & Udayasree Doma

 

 

 

 

 

 

 

 

 

 

 

 

 

684

AlCl3 mediated three component cyclocondensation for the synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2(1H)-ones

 

IPC: Int.Cl.7 C 07 D

5-Unsubstituted-3,4-dihydropyrimidin-2(1H)-ones have been synthesized in excellent yields in aluminium trichloride mediated three component cyclocondensation of aldehyde, urea and enolisable ketones.

 

 

 

 

 

 

 

 

Anil Saini, Sanjay Kumar & Jagir S Sandhu*

 

 

 

 

 

Papers

 

 

 

689

Synthesis and antimicrobial activity of some new
1-substituted-3-pyrrolyl aminocarbonyl/oxadi­azolyl/­tri­azolyl/5-methoxy-2-methylindoles and benz[g]indoles

 

IPC: Int.Cl.7 C 07 D

 

 

 

 

 

 

 

 

 

 

 

Dundappa S Donawade, A V  Raghu &

Guru S Gadaginamath*

 

 

 

 

 

 

 

 

 

 

 

 

 

697

Synthesis and antifungal activity of N-(alkyl/aryl)-2-(3-oxo-1,4-benzothiazin-2-yl)acetamide

 

IPC: Int.Cl.7 C 07 D

A series of N-(alkyl/aryl)-2-(3-oxo-1,4- benzothiazin-2-yl)acetamide have been synthesized by condensation of substituted amines with maleic anhydride followed by cyclization with o-ATP. All the synthesized compounds 7a-z have been tested for their antifungal activity. The structures of the synthesized compounds have been established on the basis of elemental analysis and spectral data.

 

 

 

 

 

 

G Gupta* & S B Wagh

 

 

 

 

 

 

 

703

Synthesis and screening of 5-carbethoxy-N-aryl-4, 6-dimethyl-1,2-dihydropyrid-2-ones as chemical hybridi­sing agents for wheat (Triticum aestivum L.)

 

IPC: Int.Cl.7 C 07 D

5-Carbethoxy-N-aryl-4,6-dimethyl-1,2-dihydropyrid-2-ones have been synthesized by the condensation between substituted anilines with ethyl isodehydracetate and evaluated as chemical hybridising agents on wheat. The substituents at para position have a positive effect on induction of male sterility. The observed induction of male sterility can be explained by the negative influences of ΣMR and positive contributions of Fp.

 

 

 

 

 

 

 

 

 

Kajal Chakraborty* & C Devakumar

 

 

 

 

 

 

 

 

 

 

 

 

 

715

Synthesis and antioxidant activities of some 4-benzyl­idenamino-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives

 

IPC: Int.Cl.7 C 07 D

Eight 3-alkyl(aryl)-4-(3,4-dihydroxybenzyliden-amino)-4,5-dihydro-1H-1,2,4-triazol-5-ones have been synthesized and their antioxidant activities are investigated. In addition, the pKa values of the newly synthesized compounds are determined in four non-aqueous solvents.

 

 

Haydar Yüksek*, Sevgi Kolaylı, Murat Küçük,

M Ozgün Yüksek, Ummuhan Ocak, Esra Şahinbaş,
Efecan Sivrikaya
& Miraç Ocak

 

 

 

 

 

 

 

719

Studies in amine oxide rearrangement: Meisenheimer  rearrangement of m-substituted tertiary amine oxides

 

IPC: Int.Cl.7 C 07 D

 

 

 

K C Majumdar*, B Roy, P K Basu & P Biswas

 

 

 

 

 

 

 

726

Kinetic study of hydrolytic decomposition of organo­phosphates and thiophosphate by N-hydroxyamides in cationic micellar media

 

IPC: Int.Cl.7 C 07 D

 

 

 

 

+

 

 Nu–       

 

CTAX

 

 +

R1 = R2 = C6H5, Z = O, PNPDPP;         R1 = R2 = C2H5, Z= O, PARAOXON

R1 = R2 = C2H5, Z = S, PARATHION;  Nu– = N-hydroxyamides

 

 

Kallol K Ghosh*, Daliya Sinha, Manmohan L Satnami, A K Shrivastava, D K Dubey  & G L Mundhara

 

 

 

 

 

 

 

731

A simple synthesis of azuleno[1,2-c]thiophenes by reactions of 1-acyl-2-(bromomethyl)azulenes with thioamides

 

IPC: Int.Cl.7 C 07 D

Azuleno[1,2-c]thiophenes are obtained by using simple method from 1-acyl-2-(bromomethyl)azulene  prepared from acylation and bromination of 2-methylazulene in good yields.

 

 

 

 

J R Hou*, D L Wang  & Imafuku Kimiaki

 

 

 

 

 

 

 

 

 

 

 

 

 

738

Synthesis, antibacterial and surface activity of 1,2,4-triazole derivatives

 

IPC: Int.Cl.7 C 07 D

Sodium 1-[4-amino-5-mercapto-4H-(1,2,4)triazol-3-yl]-heptadecane-1-sulfonate 2 has been used as a precursor for synthesis of novel 1,2,4-triazole derivatives through reaction with different reagents under different reaction conditions.

 

 

Refat El-Sayed

 

 

 

 

 

 

 

747

Antimicrobial screening and synthesis of some novel benzo[a]phenothiazines and ribofuranosides

 

IPC: Int.Cl.7 C 07 D

6-(2-Methoxy-4-chloro-5-methylanilino/2-methoxy-5-methyl­anilino)-9-chloro-5H-benzo[a]phenothiazin-5-ones give various benzo[a]phenothiazines derivatives which upon condensation with b-d-ribofuranosyl-1-acetate-2,3,5-tri­benzoate yield the desired ribofuranosides.

 

 

 

 

Neeraj Kumar, Anoop K Sharma, Reshu Garg &

Ashok K Yadav*

 

 

 

 

 

 

 

 

 

 

 

 

 

752

Synthesis of 1,5-benzothiazepines: Part XXX ¾ Synthesis and antimicrobial studies of 10-substituted-6a, 7-di­hydro-6H -7-(4-fluorophenyl)-6-phenyl [1] benzopyrano [3,4-c] [1,5] benzothiazepines

 

IPC: Int.Cl.7 C 07 D

 

 

 

 

Umesh C Pant*, Hem Chandra, Shweta Goyal, Priyanka Sharma & Seema Pant

 

 

 

 

 

 

 

758

Mass spectral analysis and X-ray structure of diethyl 2-[aryl(4-aryl-1,2,3-selenadiazol-5-yl)methyl]malonate

 

IPC: Int.Cl.7 C 07 D

The mass spectra of diethyl 2-[aryl(4-aryl-1,2,3-selenadiazol-5-yl)methyl] malonate have been studied under electron impact method by high resolution mass spectrometry. The X-ray study on a representative compound is also investigated.

 

 

Sivaperuman Saravanan,

Shanmugam Muthusubramanian* & Kurt Polborn

 

 

 

 

 

 

 

762

Polymeric sulfonate of piperazine as an inexpensive and recyclable catalyst for Knoevenagel condensation

 

IPC: Int.Cl.7 C 07 D

Polymeric sulfonate of piperazine (Amberlite® 200 H/ piperazine) has been found to be an inexpensive and reusable catalyst for Knoevenagel reaction.

 

 

 

 

Xinmin Wen

 

 

 

 

 

 

 

 

 

 

 

 

 

766

QSAR studies on biological oxygen demand of alcohols

 

IPC: Int.Cl.7 C 07 C

Biological oxygen demands of some alcohols are modeled by using topological parameters along with a novel parameter, ThOD.

 

 

 

 

 

 

Minati Kuanar, Saroj K Kuanar, Sabita Patel &

B K Mishra*

 

 

 

 

 

Notes

773

Synthesis of pyrimidine based thiazolidinones and azetidinones: Antimicrobial and antitubercular agents

 

IPC: Int.Cl.7 C 07 D

Several pyrimidine based thiazolidinones and azetidinones have been synthesized and tested for their antimicrobial and antitubercular activities.

 

 

 

 

 

R

 
 

 

 

 

 


R B Patel, P S Desai, K R Desai & K H Chikhalia*

 

 

 

 

 

 

 

 

 

 

 

 

 

779

Solid-state induced heterocyclization under microwave irradiation: Synthesis of 2-phenyl-3-hydroxy-quinolin-4(1H)-one

 

IPC: Int.Cl.7 C 07 D

 

 

 

 

 

 

 

 

 

Majid M Heravi*, Hossein A Oskooie, Lila Bahrami & Mitra Ghassemzadeh

 

 

 

 

 

 

 

782

Is ab initio DFT method useful in analyzing sequence specificity of bases in nucleic acid?

 

IPC: Int.Cl.7 C 07 D

The stacking interaction of base pairs in DNA has been studied by using DFT method. The interaction energies of optimum stacked sequences are useful for analyzing sequence specificity qualitatively. However, the energy values obtained from this method are not accurate due to the exclusion of dispersion interaction.

 

 

 

 

 

Stacked AT-AT structure

 

 

 

 

 

Raghab Parajuli, Rituraj Kalita & C Medhi*

 

 

 

 

 

 

 

 

 

 

 

 

 

792

Synthesis of 4H-imidazo[2,1-c][1,4]benzo­xazin-4-yl acetic acids and esters as possible COX-2 inhibitors

 

IPC: Int.Cl.7 C 07 D

A series of 4H-imidazo[2,1-c][1,4]benzoxazin-4-yl acetic acids and esters (7 and 8) have been synthesized from methyl a-(3,4-dihydro-3-oxo-2H-1,4-benzoxazin-2-yl) acetates 5 and their COX-2 inhibition activities are evaluated.

 

 

 

 

 

 

 

 

 

 

 

 

K N Jayaveera, S Sailaja, P Reddanna,

D Bharat Reddy, G Jagath Reddy* & K Srinivasa Rao

 

 

 

 

 

 

 

796

1-Benzyl-4-aza-1-azonia-bicyclo[2.2.2]­octane tri­bro­mide as a regenerable an useful reagent for bromination of phenols under mild conditions

 

IPC: Int.Cl.7 C 07 D

 

 

 

+

 

 

 

 


+

 

 

 

 

 

 

Abdol R Hajipour*, Seied A Pourmousavi &

Arnold E Ruoho

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

801

Lipid derivatives from Mucuna pruriens seeds

 

IPC: Int.Cl.7 C 07 C

Fatty acids  and the lipid  derivatives 1-3 have been identified by  spectroscopic methods from the n-hexane extract of the seeds of M. pruriens.

 

1

2, R=H

2a, R=Ac

3, R=H

3a, R=Me

 

Laxminarain Misra* & Hildebert Wagner

 

 

 

 

 

 

 

805

Microwave assisted rapid and efficient synthesis of 2,1-benzoisoxazoles

 

IPC: Int.Cl.7 C 07 D

A simple extremely fast and high yielding protocol has been developed for the synthesis of 2,1-benzoisoxazoles under microwave irradiation.

 

 

E Rajanarendar*, E Kalyan Rao & D Karunakar

 

 

 

 

 

 

 

808

Michael adducts – Synthons for a new class of 1,4-dispirocyclohexane derivatives

 

IPC: Int.Cl.7 C 07 C

A new class of 1,4-dispirocyclohexane derivatives have been prepared from 2,6-diaroyl-3,5-diarylcyclohexane-1,1,4,4- tetracarboxylic acid tetramethyl ester.

 

 

V Padmavathi*, B Jagan Mohan Reddy, D R C Venkata Subbaiah & A Padmaja

 

 

 

 

 

 

 

 

 

813

Direct oxidative deprotection of trimethylsilyl ethers with cerium ammonium nitrate supported onto HZSM-5 zeolite under microwave irradiation in solventless system

 

IPC: Int.Cl.7 C 07 C

Trimethylsilyl ethers are selectively and rapidly oxidized to the corresponding carbonyl compounds by cerium ammonium nitrate (CAN) supported onto HZSM-5 zeolite under microwave irradiation in solvent free conditions.

 

 

Hossein A Oskooie*, Somaih Solemani Amiri,

Majid M Heravi, Shahnaz Khaleghi &

Mitra Ghassemzadeh

 

 

 

 

 

 

 

815

Aza-crown ether tethered with benzothiazole: Synthesis and optical spectral studies

 

IPC: Int.Cl.7  C 07 D

 

 

 

Sabir H Mashraqui*, Vashi Dhaval, S Subramanian & Tabrez B Khan

 

 

 

 

 

 

 

820

A convenient synthesis of xyridin A metabolite from Xyris indica L.

 

IPC: Int.Cl.7 C 07 D

A convenient synthesis of xyridin A 1a has been carried out.

 

 

Hafiz Badar-ud-Din Ahmed, Nasim Hasan Rama*,

Muhammad Aslam Malana & Ghulam Qadeer

 

 

 

 

 

 

 

 

 

 

 

 

 

823

Microwave assisted rapid and efficient synthesis of aryl methyl ketones and β-keto esters using Meldrum’s acid †

 

IPC: Int.Cl.7 C 07 D

Microwave mediated rapid and efficient synthesis of aryl methyl ketones and β-keto esters from acyl Meldrum’s acid by hydrolysis and alcoholysis, respectively, has been reported.

 

 

d H More & P P Mahulikar*

 

 

 

 

 

 

 

826

A convenient method for the oxidation of Hantzsch 1,4-dihydropyridines with N-bromo succinimide

 

IPC: Int.Cl.7 C 07 D 211/00

A convenient and mild method for  conversion of  Hantzsch 1,4-dihydropyridines to pyridines using NBS at room temperature in excellent yields is described.

 

R = H, CH3, 2-Furyl, CH3-C6H4, NO2-C6H4, CH3O-C6H4

 

R Nagarajan, J C A Anthonyraj, D Muralidharan,

C Saikumar & P T Perumal*

 

 

 

 

 

 

 

829

Synthesis of 4-aryl-5-hepta-O-acetyl-β-d-lactosylimino-3-tetra-O-benzoyl-β-d-glucopyranosylimino-1,2,4-dithi­azolidine hydrochlorides

 

IPC: Int.Cl.7 C 07 D

4-aryl-5-hepta-O-acetyl-β-d-lactosylimino-3-tetra-O-benzoyl-β-d-glucopyranosylimino-1,2,4-dithiazolidine hydro­chlo­rides 4a-g were prepared by reaction of 2 with 3.

 

R=3-4a, phenyl; b, o-tolyl; c, m-tolyl; d, p-tolyl; e, o-chloro; f, m-chloro; g, p-chloro.

Bz = -COC6H5, Ac = -COCH3

 

M G Dhonde, P V Tale & S P Deshmukh*

 

 

 

 

Authors for correspondence are indicated by (*)

IPC: International Patent Classification

Int. Cl7.: International Classification, 7th Edition, 1999