Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

VOL. 40B

NUMBER 3

MARCH 2001

CONTENTS

Papers

 
177

An application of molecular mechanics calculations on epoxidation reaction of zerumbol

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

B R Chhabra*, Sunita Sharma, Meenu Jain & H Shirahama

The zerumbol 1 may exist in four energy minimum conformations in solution. This information together with spectroscopic data has been used to determine structure and stereo-chemistry of the epoxides 5 and 6 obtained by the reaction of zerumbol with TBHP/VO (acac)2.

 

 

 

 

 

 

 

 

 

181

S-N interactions in sulfinimines: An ab initio study

 

 

 

 

 

 

 

Prasad V Bharatam*, Amita, Punam Uppal & Damanjit Kaur

Ab initio calculations show that the preference for synperiplanar arrangement of C-N-S-O unit in sulfinimines result from the nN®s*S-O negative hyperconjugation and lone pair-lone pair repulsive interactions.

 

 

 

 

 

 

 

 

187

Reaction of benzonitrilium N-phenylimide with (Z)-4-arylmethyleneimidazol-5(4H)-ones

 

 

 

 

 

 

 

 

 

 

 

 

M A Abdallah, M E Zayed & A S Shawali*

A heterocyclic ring transformation of imidazoline derivatives into the appropriate pyrazole derivatives via the title reaction is described.

 

 

 

 

 

 

 

 
191

Reaction of 2-chloro-4,5-diamino-6-methyl­pyrimidine with 1,3-diketones—Formation of new substituted purines

 

 

 

 

 

 

 

 

 

 

 

 

K Srinivas, P Shanthan Rao*, B Narasaiah & J Madhusudana Rao

Condensation of 2-chloro-4,5-diamino-6-methylpyri­mi­dine 1 with 1,3-diketones 2 results intermediate Schiff'’s bases 3a-f. The later on cyclization give purines 4a-e. The reaction of 1 with aromatic aldehyde is also studied.

 

 

 

 

 

 

 

 

 

 

 

 

 
195

Some nucleophilic reactions with 6-benzoyl-2,3-dichloroquinoxaline: Synthesis of tetrazolo[1,5-a]quinoxaline, 2-methylidene-1,3-di­thi­­olo­[4,5-b]quinoxalines, quinoxalino[2,3-b]­qu­i­n­­o­xalines and pyrazolo­[1¢,5¢:1,2]­imida­zolo­[4,5-b]quinoxalines

 

 

 

 

 

 

 

 

 

 

 

 

M S A El-Gaby*, A M Sh El-Sharief,

Y A Ammar, Y A Mohamed &

A A Abd El-Salam

The starrting material 6-benzoyl-2,3-dichloroquinoxaline is reacted with some nucleophilic reagents to furnish condensed quinoxalines.

 

 

 

 

 

 

 

 

 

 

 

 

 
201

Syntheses and QSAR studies of 5-imidazolinone derivatives as potential antibacterial agents

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

M D Shah, N C Desai, Keshav K Awasthi & Anil K Saxena*

 

Substituted 5-imidazolinones 1-4 have been synthesized and evaluated for their anti-bacterial activity in vitro against S. aureus and E. coli in two models. Correlation studies have established a complementarity between these two models. The QSAR studies in these compounds indicate a positive contribution for activity by bulky lipophilic groups with increased electropositive character in the aryl part at 4-positin of imidazolinone 1.

 

 

 

 

 

 

 

 

209

QSAR by Fujita-Ban approach of antileukemic 1-[(3-(dialkylamino)propyl)amino]-4-methyl­-5H-pyrido[4,3-b]benzo[e]indoles and
-benzo[g]indoles

 

 

 

 

 

 
 

 

 

 

 

 

 

 

 

 

 


Kumal Roy, Dipak Kumar Pal*,

Chandra Chur Ghosh, A U De & C Sengupta

Fujita-Ban analysis of the composite set including ‘e’ and ‘g’ fusion compounds justifies the underlying assumption of common receptor: a broad flat anchoring site complimenting the fused ring system, possibly having an electron rich centre enhancing hydrogen bonding with 9-OH group of the ligand and an orientation preferring ‘e’ fusion geometry.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 
213

Synthesis and anti-cancer activity of pyridine and thiazolopyrimidine derivatives using
1-ethyl­piperidone as a synthon

 

 

 

 

 

 

 

 

 

 

 

Abou El-Fotooh G Hammam*,

Mohie A Sharaf & Naglaa A Abd El-Hafez

2-Thioxopyrimidine derivatives on condensation with bromoacetic acid afford thiazolopyrimidine, which is condensed with aromatic aldehyde to yield the the arylmethylene derivatives.

 

 

 

 

 

 

 

 

 

 

 

 

 

222

Synthesis and studies on biological activities of some substituted 2-benzopyran-1(H)-one, 1H-1-oxo-2-benzopyran-3-carboxy­lic acids and 2-benzofuran-1(H)-one

 

 

 

 

 

 

 

 

 

 

 

 

 

 

N V Purohit

An approach towards biological activity and herbicidal properties of some bioactive nature products, isocoumarins/phthalides have been reported.

 

 

 

 

 

 

228

A new chiratane triterpenoid from
Swertia chirata

 

 

 

 

 

 

 

 

 

 

 

 

Ajit K Chakravarty*, Tapas Sarkar,

Binayak Das, Kazuo Masuda &

Kenji Shiojima

A new triterpenoid belonging to rare chiratane skeleton has been isolated from S. chirata and characterised as chirat-16-en-3b,24-diol on the basis of 2D NMR spectroscopy.

 

 

 

 

 

 

 

 
232

New C-methylated flavones from
Elscholtzia blanda Benth

 

 

 

 

 

 

 

 

 

 

 

 

 

Shangzhen Zheng*, Jinshun Lu, Tong Shen, Hongyan Liu & Xuwei Shen

The investigation of Elsholtzia blanda Benth afford three novel C-methylated flavones namely, sifanghaoines 1-3.

 

 

 

 

 

 

 

Notes

 
235

Hypervalent iodine mediated solid state transformations — An efficient synthetic route to diacylhydrazines

 

 

 

 

 

 

 

 

 

 

K Mogilaiah* & R Babu Rao

A simple and efficient solid state synthesis of N,N¢-di(2-substituted-1,8-naphthyridine-3-carbonyl)hydrazines 2 is described.

 

 

 

 

 

 

 

 

 

 

 

 

237

An efficient and novel method for the synthesis of aromatic sulfones under solvent-free conditions

 

 

Abdol R Hajipour*, Shadpour E Mallakpour & G Imanzadeh

 

 

 

 

 

 

 

 
240

Synthesis of 5-spiro (5¢-methylisatin)-4-acetyl-2-(acetylamino)-D2-1,3,4-thiadiazoline and 5-spiro(5¢-methylisatin) -4- acetyl-2-(5¢-methyl­is­a­tin-3¢-hydrazino)-D2-1,3,4-thiadiazoline

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Rafiqul Islam, M Joynal Abedin,

Khurshida Khayer & M Rabiul Islam*

Thiadiazoline derivatives of 5-methylisatin have been constructed from p-anisidine via thiosemicarbazones and thiocarbohydrazone as probes for anticancer activity.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

243

Synthesis, characterisation and mass spectrometric fragmentation of gem-dicyanooxiranes derived from benzylidine malononitrile

 

 

 

 

 

 

 

 

P K Gutch, S K Raza & R C Malhotra*

Benzylidene malononitriles react with calcium hypochlorite to afford substituted phenyl-1-1¢-dicyano­oxi­ra­nes. El-MS and MS/MS studies on the gem-dicyano­oxiranes have also been carried out.

 

 

 

 

 

 

 

248

Synthesis of dibenzo(b,g)-5-methyl-1,8-naph­thy­ridines

 

 

 

 

 

 

Mazaahir Kidwai* & Seema Kohli

A series of 1,8-naphthyridines 4a-e have been synthesised from 2-hydroxy-4-methylquinoline 1.

 

 

 

 

 

 

 
250

Microwave-assisted rapid synthesis of phthalimide derivatives

 

 

 

 

 

 

 

Abdol Reza Hajipour*,

Shadpour E Mallakpour &

Gholamhasan Imanzadeh

The reaction of phthalic anhydride with a number of amino acids under microwave irradiation and solventless dry conditions give phthalimide derivatives.

 

 

 

 

 

 

 
252

Synthesis of fungitoxic 2,3-dihydro-s-triazolo­[3,4-b]-1,3-thiazin-4(H)ones by ring transformation of Michael-adducts of 4-benzylidene-5-oxazolones and 3-mercapto-s-triazoles

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

A R Mishra*, S Singh & A Wahab

Michael addition of 3-mercapto-s-triazoles 1a-e to 4-benzy­l­idene-5-oxazolones 2a, b followed by ring transformation yields a noble class of compounds 4a-j.

 

 

 

 

 

 

 

 

 

 

 

 

 
255

Studies on biologically active heterocycles: Part X—Synthesis of 2-amino-4-[5-{(2-chloro­phenyl)-1, 3, 4-oxa/thiadiazol}-2-yl]-6-aryl/­substituted aryl-7-oxo-6,7-dihydrothia­zolo­[4,5-d]­pyrimidine-5(H)-thiones as probable bioactive compounds

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

J Hazarika & J C S Kataky*

A series of new 2-amino-4-[5-{(2-chlorophenyl)-1,3,4-oxadiazolo}-2-yl]-6-aryl/substituted-aryl-7-oxo-6,7-dihy­drothiazolo[4,5-d]pyrimidine-5(H)-thiones 8a-h and 2-amino-4-[5-(2-chlorophenyl)-1, 3, 4-thiadiazol-2-yl]-6-aryl/substituted-aryl-7-oxo-6, 7-dihydrothiazolo[4,5-d]­pyri­midine-5(H)-thiones 9a-h have been synthesized from 3-[5-(2-chlorophenyl)-1,3,4-oxa/thiadiazol-2-yl]-1-aryl/substituted-arylthiobarbituric acid 6, 7 which in turn are prepared from N-aryl/substituted-aryl, N-5-[(2-chlorophenyl)-1,3,4-oxa/thiadiazol-2-yl]thioureas 4, 5 on treatment with malonic acid, acetyl chloride and thiourea respectively in the presence of chlorine. All the newly synthesized compounds have been characterized by their elemental analysis, physical and spectroscopic data. These substituted oxa/thiadiazolethiones are screened for their fungitoxic and antibacterial properties.

 

 

 

 

 

 

 

 

 

 

 

 

 

 
258

Synthesis and pharmacological studies of 1-p-nitrobenzoyl-3-(3-substituted-2-hydroxypro-

­pyl­­oximino)indole-2,3-diones

 

 

 

 

 

 

 

 

 

 

 

 

 

A K Padhy, P K Panda, S K Sahu &

P K Misro*

Sodium salt of 3-oximinoindole-2,3-dione on reaction with epichlorohydrin in N, N¢-dimethyl formamide gives 3-(2,3-epoxypropyloximino)indole-2,3-dione 2. 2 on reaction with diverse secondary amines affords corresponding Mannich bases 3a-e, which on benzoylation furnish 4a-e. The synthetic benzoyl derivatives of 4a-e have been screened for their pharmacological activities.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

262

Thallium(III) salts in heterocyclic synthesis: Synthesis of 3-aryl-9-methyl-1,2,4-triazolo­[4,3-a]­quinolines

 

 

 

 

 

 

 

 

 

Om V Singh*, M Muthukrishnan &

M Sundaravadivelu

Oxidative cyclization of 4-methylquinolin-2-ylhydra­zo­nes to 3-aryl-9-methyl-1,2,4-triazolo[4,3-a]­qui­no­lines using thallium(III) salts is described.

 

 

 

 

 

 

 

266

A study on the catalytic activity of zirconia and its modified forms in the preparation of benzyl acetate

 

 

 

 

 

 

 

 

 

 

 

Joyce D’Souza & N Nagaraju*

A liquid phase esterification reaction between benzyl alcohol and acetic acid has been studied for the preparation of benzyl acetate using zirconia and its modified forms as catalysts.

 

 

 

 

 

 

 

 

 

Authors for correspondence are indicated by (*)

 

 

 

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