Indian Journal of Chemistry

Sect. B : Organic Chemistry including Medicinal Chemistry
VOLUME 42B

NUMBER 6

JUNE 2003

 

 

CONTENTS

 

Papers

1

Oxidative cyclization of arenecarbaldehyde 4-methylquinolin-2-ylhydrazones to 3-aryl-9-methyl-1,2,4-triazolo[4,3-a]quinolines using nitrous acid: A reinvestigation

Treatment of arenecarbaldehyde 4-methylquinolin-2-ylhydrazones 1a-f with sodium nitrite in acetic acid afford 3-aryl-9-methyl-1,2,4-triazolo[4,3-a]quinolines 3a-f instead of 3-aryl-5-methylquinolino[3,2-e]-1,2,4-triazines 2.

 

 

 

 

 

 

 

 

 

Om V Singh*, P K Amancharla &

 

 

 

 

 

 

 

2

Novel bridgehead nitrogen heterocyclic systems: Facile synthesis and antimicrobial activity of cis-8, 8a-dihydrospiro[adamantane-2',3-(4H)-[2H]-pyrazolo[3, 4: 4,5]thiazolo[3',2'-b]-s-tetrazines]

 

 

A facile synthesis of the title compound 4 has been achieved

 

 

 

 

 

Jag Mohan

 

 

 

 

3

Condensed heterocyclic systems containing bridge­head nitrogen atom : Synthesis and bio­activity of imidazo[2,1-b]-1,3,4-thiadiazolo[2,3-c]-s-triazoles, s-triazolo-[3,4-b]-1,3,4-thiadiazolo[3,2-b]imidazo[4,5-b] quinoxaline and bis-(s-tri­azolo[3,4-b]-1,3,4-thiadiazolo[3,2-b] [imidazo[4,5-b]cyclohexane]-5a, 6a-diene

The synthesis of 3,9-di (m-methylphenyl)-6, 14-dioxo-bis-(s-triazolo [3,4-b]-1,3,4-thiadiazolo [3,2-b] imidazo [4,5-b] cyclohexane] –5a,6a-diene) 3. 3(m-methylphenyl)-s-triazolo 3,4-b-1,3,4-thiadiazolo [3,2-b] imidazo [4,5-b] quinoxaline 4 and 7-aryl-3-(m-methylphenyl) imidazo 2,1-b-1,3,4-thiadiazolo [2,3-c]-s-triazoles 5 and their 6-bromo analognes 6 have been achieved and antibacterial and antifungal activities of some of the compounds have also been evaluated.

 

 

Jag Mohan* & Ashok Kumar

 

 

 

 

 

 

 

4

Lipase catalysed preparation of oligomers of p-hydroxybenzoic acid and p-aminobenzoic acid

Oligomers are produced when p–hydroxybenzoic acid and p–aminobenzoic acids are co-polymerised with lactic acid/glycolic acid/e -caprolactone using porcine pancrease lipase in organic media.

 

 

Soundar Divakar

 

 

 

 

 

 

 

5

Spectral studies of substituent effects in some diphenyl sulfide derivatives

Hammett relationship for λn-π* indicates that substituent effects are purely polar while 1HNMR studies suggest that 4¢-arylthio-3¢-nitrobenzotrifluorides 4a-i do not exist in the skew conformation. Lynch and dual substituent parameters (DSP) correlations indicate a resonance between the sulfur atom and 3¢-nitro group.

 

 

 

 

S M Batterjee

 

 

 

 

 

 

 

 

6

Multi-parameter correlations of solvent effects on kinetics of 1,3-dipolarcycloaddition reaction of C, N-diphenylnitrone with fumaronitrile: An experimental and theoretical study

Solvent effects on kinetics of 1,3-dipolar cycloaddition reaction between C,N-diphenylnitrone and fumaronitrile are  studied by solvatochromic and  theoretical  descriptors at 65°C

 

 

 

Aziz Habibi Yangjeh

 

 

 

 

 

 

 

7

QSAR of adenosine receptor antagonists I : Exploration of receptor interaction sites of 1,2-dihydro-2-phenyl-1,2,4-triazolo[4,3-a]quinoxalin-1-one derivatives using AM1 calculations

QSAR of adenosine receptor antagonist1,2-dihydro-2-.phenyl-1,2,4-triazolo[4,3-a]quinoxalin-1-one derivatives has been attempted to explore using AM1 calculations with an objective to identify different interaction sites on the ligands for different receptor subtypes [A1, A2A and A3]

 

 

Kunal Roy

 

 

 

 

 

 

 

8

Synthesis, anticancer, antitubercular and antimicrobial activity of 6-carbethoxy-5-(3¢-chlorophenyl)-3-aryl-2-cyclohexenones and 6-aryl-4-(3¢-chlorophenyl)-3-oxo-2,3a,4,5-tetrahydro-1H-indazoles

6-Carbethoxy-5-(3¢-chlorophenyl)-3-aryl-2-cyclohexenones 2a-j are obtained from the chalcones 1a-j . Reaction of 2a-j with hydrazine hydrate affords the corresponding 6-aryl-4-(3¢-chlorophenyl)-3-oxo-2,3a-4,5-tetrahydro-1H-indazoles 3a-j. The synthesized compounds are evaluated for their anticancer, antitubercular and antimicrobial activity.

 

 

K H Popat, K S Nimavat, S L Vasoya & H S Joshi *

 

 

 

 

 

 

 

9

Synthesis and antimicrobial screening of some arylamino coumarins

Various aryl and morpholinyl coumarins have been synthesized by condensation of different 4-hydroxycoumarin derivatives with different aryl, morpholinyl and cyclohexyl amines. Their antimicrobial activity has been evaluated.

 

 

         

 

 

Mausami Chavda, Anamik Shah*, Surendra Bhatt, Keshav Deo & Pareshnath Kundu

 

 

 

 

 

 

 

10

Use of nitrones in the synthesis of potential antihypercholesterolemic and antibacterial mono and tricyclic b-lactams

Synthesis of b-lactams 2a-e and the various functionalized ones 8a, 10a and 8b, 10b starting from the nitrones 4a-e have been described.

 

 

 

 

Amit Basak*, Kakali Rani Rudra & Hussam M M Bdour

 

 

 

 

 

 

11

Steroid and nitrophenol esters from Bignonia unguis-cati roots 

The structures of b-sitosterol cerotate 1 and 2-(4- hydroxy-3-nitrophenyl)ethylstearate 2 have been elucidated on the basis of spectroscopic and chemical studies.

 

 

 

 

Biswanath Dinda*, Utpal Chandra De, Basudev Achari, Shiho Arima, Nariko Sato & Yoshihiro Harigaya

 

 

 

 

 

Notes

 

 

 

12

Regioselective reactions of phenacyl bromide with active methylene compounds

The reactivity of phenacyl bromide with active methylene compounds in the presence of alcoholic KOH, phase transfer catalyst (BTEAC), NaOEt and K2CO3 has been studied.

 

 

 

 

 

 

 

 

V Padmavathi, A Balaiah, M Muralidhar Reddy & D Bhaskar Reddy

 

 

 

 

 

 

 

13

A convenient one step synthesis of trans-artemidin and tetrahydrocapillarin

 

trans-Artemidin and tetrahydrocapillarin have been synthesized in one step.

 

 

 

 

 

 

 

 

Zahid Shafiq, Muhammad Arfan,
Nasim Hasan Rama*, Mazhar Hussain &
 Shahid Hameed

 

 

 

 

 

 

 

 

14

Synthesis of some 4-(Arylmethylamino)- 4,5-dihydro-1H-1,2,4-triazol-5-ones

A series of 3-alkyl-(arylmethyleneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 2 are obtained and reduced with NaBH4 selectively to offord 3-alkyl-4-(arylmethyl­amino)-4,5-dihydro-1H-1,2,4-triazol-5-ones.

 

 

Bahittin Kaveci*, Okay Bekircan,

Mevlut Serdar & A Aykut İkizler

 

 

 

 

 

 

 

15

Synthesis of 2-iminothiazolidines through reaction of N-arylsulphonylaziridines with sodium thiocyanate in the presence of tetrabutylammonium hydrogen sulphate

Reaction of 2 and 3-substituted N-arylsulphonylaziridines with sodium thiocyanate using tetrabutylammonium hydrogen sulphate as a phase transfer catalyst yields  2-iminothiazolidines.

 

 

U K Nadir* & Susan Joshi

 

 

 

 

 

 

 

16

Solvent-free microwave enhanced synthesis of  2- arylidene-1- tetralones

A rapid and efficient method for the synthesis of 2-arylidene-1-tetralones by PTSA catalyzed condensation of 1- tetralone with aromatic aldehydes under microwave irradiation is reported.

 

 

K Mogilaiah*, G Randheer Reddy &

M Prashanthi

 

 

 

 

 

 

 

 

17

Deoximation and dehydrazonation of ketoximes and ketophenylhydrazones by wet HMT in solid state under microwave conditions

Regeneration of ketones from oximes and phenylhydrazones using wet hexamethylenetetramine under microwave irradiated solvent-free condition is reported.

 

%

 

Nilay Karchaudhuri, Aparna De & Alok Kumar Mitra*

 

 

 

 

 

 

 

 

18

A conversion of aldoximes to nitriles using dabco/thionyl chloride complex

Aldoximes undergo rapid dehydration with 1,4-diaza­bicyclo[2.2.2]octane, dabco/thionyl chloride complex, under mild reaction condition to afford nitriles in high yields.

 

 

 

 

F Kazemi* & A R Kiasat*,

 

 

 

 

 

 

 

19

Synthesis of 4-thiazolidinones and 2-azetidinones bearing benzo (b) thiophene nucleus as potential antitubercular and antimicrobial agents

Formation of 4-thiazolidinones 3a-l and 2-azetidinones 4a-l are reported from 2-(substituted benzalhydrazino­carbonyl)-3,5-dichlorobenzo (b) thiophene 2a-l. The compounds have been evaluated for their antimicrobial and antitubercular activity.

 

 

                                                     3a-l                                                                                       4a-l

 

 

K M Thaker, V V Kachhadia & H S Joshi*

 

 

 

 

 

 

 

20

Synthesis, spectral studies and biological evaluation of some new 4-substituted coumarins

The synthesis and antimicrobial activity of some benzo and naphthofuranyl coumarins 5 and angelicinyl coumarins 6 have been achieved from 4-bromomethyl coumarins 1 which have also been converted to the corresponding dichloroacetamides 3.

 

 

K Y Anklekar, C D Lakkannavar,

G M Kulkarni, M V Kulkarni*

 

 

 

 

Authors for correspondence are indicated by (*)