Indian Journal of Chemistry

 

Sect. B: Organic Chemistry including Medicinal Chemistry

Total visitors: 2,280  since 16-05-06

VOL. 45B

NUMBER 5

MAY 2006

CONTENTS

Papers

 

 

 

1197

New photosensitizer cyanine dyes: Synthesis and properties

 

IPC: Int.Cl.8 C 07 D

 

 

A =1-methyl pyridinium-2-yl salt

A = 1-methyl pyridinium-2-yl salt

     1-methyl quinolinium-2-yl salt

       1-methyl quinolinium-2-yl salt

     1-methyl pyridinium-4-yl salt

       1-methyl pyridinium-4-yl salt

X = O, S, NH; Z = N,

R = H, CH3, C6H5, C6H4-r-OCH3,  

C6H4-r-NO2; n = 0, 1

X = O, S, NH; Y = O;

 

H A Shindy*, M A El-Maghraby & F M Eissa

 

 

 

 

 

 

 

1204

Stereoselective synthesis and semiempirical studies of spiro bridgehead bicyclic N-heterocycles via 1,3-dipolar cycloaddition reactions of azomethine ylides

 

IPC: Int.Cl.8 C 07 D

The 1,3-dipolar cycloaddition reactions of acenaph­thylene-1,2-dione with chiral cyclic secondary a-amino acid such as l-proline in the presence of acetylenic and ethylenic dipolarophiles which produce bridgehead bicyclic cycloadducts via 1,3-azomethine ylide have been studied. The stereoselectivity of cycloadditions have been ascertained by semiempirical calculations.

 

 

 

 

 

 

R T Pardasani*, P Pardasani, A Jain & K Arora

 

 

 

 

 

 

 

 

 

 

 

 

 

1210

Synthesis of biologically active 4-[1-(2H-[1]-4-hydroxy-2-oxo-benzopyran-3-yl) methylidene]-2-phenyl-4H-oxa­zol-5-ones and [1,2,4]triazine-6-one and its derivatives

 

IPC: Int.Cl.8 C 07 D

A facile synthesis of biologically active 4-[1-(2H-[1]-4-hydroxy-2-oxo-benzopyran-3-yl) methylidene]-2-phenyl-4H-oxazol-5-ones and [1,2,4]triazine-6-one and its der­ivatives has been carried out

 

 

 

 

V V Mulwad* & D S Satwe

 

 

 

 

 

 

 

1216

Total synthesis of (±)-grimaldone, epigrimaldone and
a-cuparenones

 

IPC: Int.Cl.8 C 07 C

Total synthesis of the compounds mentioned in the title has been described.

 

 

 

 

A Srikrishna* & D B Ramachary

 

 

 

 

 

 

 

1227

Synthesis and antibacterial screening of N-[naphtho[1,2-b]pyrano[3,4-d]thiazol-8-yl] spiroindoloazetidin-2-ones/thiazolidin-4-ones

 

IPC: Int.Cl.8 C 07 D

A series of entitled compounds 3 and 4 have been prepared and screened for their antibacterial activity.

 

 

 

 

Jitendra P Suryavanshi & Nandini R Pai*

 

 

 

 

 

 

 

 

 

 

 

 

 

1231

Isolation of new straight chain compounds from Acacia nilotica

 

IPC: Int.Cl.8  A 61 K

Pentacosane dioic acid dihexadecyl ester 1 and heptacosan-1,2,3-triol 2 have been isolated from Acacia nilotica.

 

 

1                                                      2

 

Rohini Chaubal, Amruta Tambe, Sujata Biswas, Supada Rojatkar, Vishnu Deshpande & Nirmala Deshpande*

 

 

 

 

 

 

 

1234

Mass spectral fragmentation of substituted adaman­tane-2,4-diones

 

IPC: Int.Cl.8 C 07 C

 

 

 

M Giasuddin Ahmed*, Syed M Iqbal Moeiz,

S Asghari Ahmed & Abul Hussam

 

 

 

 

 

 

 

1242

QSAR analysis of 5-aryl thiazolidine-2,4-diones as PPAR-a and PPAR-g agonists

 

IPC: Int.Cl.8 C 07 D

The studies reveal that for dual PPAR-a/g activity modification at R2 position in molecule is more favourable and also lower value of resultant dipole moment play a key role in activity. Thus, QSAR brings important structural insight to aid the design of dual PPAR-a/g receptor agonist.

 

 

R Hemlatha, L K Soni, A K Gupta & S G Kaskhedikar*

 

 

 

 

 

 

 

 

 

 

 

 

 

1250

AM1 study on the conformations of zwitterions of 6-aminopenicillanic acid (6-APA)

 

IPC: Int.Cl.8 C 07 D

The geometry and electronic structure of zwitterions of 6-aminopenicillanic acid (6-APA) have been optimized by semi-empirical molecular orbital AM1 method.  The mechanism of formation of zwitterions of 6-APA has been studied. The heats of formation (DHf˚), dipole moments (m), ionization potentials (IP), full atomic charges, and energies of frontier molecular orbital (EHOMO and ELUMO) have also been calculated.

 

 

 

 

 

 

 

 

Bojja Rajeshwar Rao* &  S  Lingamurthy

 

 

 

 

 

 

 

1254

Synthesis, characterization and biological screening of cobalt containing polymer films

 

IPC: Int.Cl.8 C 07 D

Cobalt containing copolymer films have been synthesized by copolymerisation of methyl methacrylate and acrylonitrile containing different concentrations of poly cobalt methacrylate. Properties such as thermal and chemical resistance, electrical conductance, adsorbity, permeability, softening range, molecular weight and biocidal effect of the copolymer films have been studied.

 

 

 

 

 

 

 

 

Nisha Rathor* & G C Saxena

 

 

 

 

 

 

 

 

 

 

 

 

 

1259

Calcium chloride catalyzed three component, one-pot condensation reaction: An efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones

 

IPC: Int.Cl.8 C 07 D

CaCl2 is an inexpensive catalyst for the three component, one-pot condensation reaction of an aldehyde, b-ketoester and urea in refluxing ethanol to afford the corresponding dihydropyrimidinones in high yield in an ecofriendly fashion.

 

 

 

 

B Gangadasu, P Narender, B China Raju* &

V Jayathirtha Rao

 

 

 

 

 

 

 

1264

A facile synthesis of 2-((5R)-2-oxo-5-oxazolidinyl)­methyl)-1H-isoindole-1,3(2H)-dione

 

IPC: Int.Cl.8 C 07 D, A 61 P

Synthesis of enantiomerically pure 2-((5R)-2-oxo-5-oxazolidinyl) methyl)-1H-isoindole-1,3(2H)-dione a key precursor in the preparation of oxazolidinone class of antibacterial agents starting from (S)-epichlorohydrin has been achieved.

 

 

 

 

G Madhusudhan*, G Om Reddy, J Ramanatham &

P K Dubey

 

 

 

 

 

 

 

1269

Synthesis, optical spectral studies and metal ion extraction of photoemmitive benzopyranone crown ether and its application for metal ion extraction

 

IPC: Int.Cl.8 C 07 D

 

 

 

 

 

 

 

Sabir H Mashraqui*, Dhaval Vashi & S Subramanian

 

 

 

 

 

 

 

 

 

 

 

Notes

 

 

 

1274

A new sesquiterpene glycoside from the roots of Pteris multifida Poir.

 

IPC: Int.Cl.8 A 61 K

A new sesquiterpene glycoside, multifidoside C has been isolated from the roots of Pteris multifida. By spectral evidence, the structure is elucidated as eudesm-4 (15)-ene-1β, 8α-diol 8-O-β-d-xylopyranosyl-(1→6)-β-d- gluco­pyranoside.

 

 

 

 

Haobin Hu*, Yufeng Jian, Xudong Zheng, Jianxin Liu & Hong Cao

 

 

 

 

 

 

 

1278

Microwave assisted synthesis of 1-(2-hydroxyphenyl)-5-phenyl pent-4-ene-1,3-diones and their conversion to 2-styryl chromones

 

IPC: Int.Cl.8 C 07 D

Synthesis of 1-(2-hydroxyphenyl)-5-phenyl pent-4-ene-1,3-diones 3 from o-hydroxyacetophenone 1 and cinnamic acid anhydride 2 using anhydrous Ba(OH)2/DMSO and its cyclodehydration to  2-styrylchromones 4 using PTSA.

 

 

 

 

Sharda Goel*, Ritu & J K Makrandi

 

 

 

 

 

 

 

1282

A new isoflavone from Dalbergia rubiginosa (Roxb)

 

IPC: Int.Cl.8 A 61 K

A new isoflavone characterized as 5-hydroxy-6,7-dimethoxy-3¢,4¢-methylenedioxyisoflavone 1 by chemical and spectral studies along with nitiducarpin, b-sitosterol and oleanolic acid, has been isolated from the roots of Dalbergia rubiginosa.

 

 

 

J A Charles & R Gandhidasan*

 

 

 

 

 

 

 

 

 

 

 

 

 

1285

Synthesis of S-hepta-O-acetyl lactosyl-1,5-disubstituted-2-isothiobiurets and 1,5-disubstituted-2,4-isodithio­biurets

 

IPC: Int.Cl.8 C 07 C

Reaction of S-hepta-O-acetyl lactosyl-1-arylisothiocarbamides 3 with phenylisocyanate and phenyl isothiocyanate gives products 4 and 5, respectively.

 

 

 

 

 

 

 

 

D V Mangte & S P Deshmukh*

 

 

 

 

 

 

 

1288

Synthesis of 2-(6-fluorobenzothiazole-2¢-ylamino)-4-(phenyl­thioureido)-6-(substituted thioureido)-1,3,5-tria­zine as antimicrobial agent

 

IPC: Int.Cl.8 C 07 D

2,4,6-Trichloro-1,3,5-triazine has been reacted selectively with nucleophilic reagents, 6-fluoro-2-aminobenzothiazole,, phenyl thioureas and different substituted thioureas to give 2-(6-fluoro­benzo­thia­zole-2¢-ylamino)-4-(phenylthioureido)-6-(substi­tuted thio­ureido)-1,3,5-triazine 4. These compounds have been evaluated for their antimicrobial activity.

 

 

 

Vineeta Sareen, Vineeta Khatri, Prakash Jain &

Kanti Sharma*

 

 

 

 

 

 

 

1291

Chemoselective dithioacetalization of aldehydes using silica sulfuric acid as a reusable catalyst

 

IPC: Int.Cl.8 C 07 C, C 07 D

Silica sulfuric acid has been found to be an efficient and reusable catalyst for chemoselective dithioacetalization of aldehydes over ketones in excellent yields.

 

 

 

 

 

 

 

 

D M Pore, Uday V Desai*, R B Mane &

P P Wadgaonkar

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

1296

Stereoselective synthesis of 1,3-oxazolines by the reaction of steroidal oxiranes with acetamide

 

IPC: Int.Cl.8 C 07 D

The reaction of steroidal 5a, 6a-epoxides 1-3 with acetamide in THF at r.t. in the presence of LiBr selectively provides respective cis-oxazolines 4-6.

 

 

 

 

 

 

Kamlesh Sharma, Kishwar Saleem* & Anwar Salim

 

 

 

 

 

 

 

1299

Synthesis of 2-amino-5-chlorobenzonitrile

 

IPC: Int.Cl.8 C 07 C

Synthesis of 2-amino-5-chlorobenzonitrile by using cheaper and easily available raw materials is discussed.

 

 

 

 

 

 

S S Mahajan* & A Mahalakshmi

 

 

 

 

 

 

 

1301

A new process for the synthesis of aurones by using mercury (II) acetate in pyridine and cupric bromide in dimethyl sulfoxide

 

IPC: Int.Cl.8 C 07 D

Syntheses of aurones 2a-i have been achieved by the oxidation of 2'-hydroxychalcones 1a-i with molar amount of mercury (II) acetate in pyridine and in catalytic amount of CuBr2 in DMSO in good yields.

 

 

 

 

 

Nitin N Agrawal* & P A Soni

 

 

 

 

 

 

 

 

 

 

 

 

 

1304

Facile water mediated chemo-selective synthesis of anilines from nitroarenes using triethylammonium formate

 

IPC: Int.Cl.8 C 07 C

A simple and efficient protocol for the chemo-selective reduction of substituted nitroarenes to corresponding anilines in good yields using inexpensive commercial zinc dust and triethylammonium formate in water at ambient temperature and pressure is described.

 

 

 

 

 

 

M B Sridhara, G R Srinivasa & D Channe Gowda*

 

 

 

 

 

 

 

1308

Synthesis and biological activity of 4¢oxathiazolidinyl benzopyrazoles

 

IPC: Int.Cl.8 C 07 D

A series of 3-methyl-1-[(2′-substituted phenyl-4′-oxo­thiazolidinyl)-3′-amidomethyl]-5,6-substituted-benzo­pyrazoles 3 and 3-methyl-1-[(2′-phenyl-5′-methyl-4′-oxothiazolidinyl)-3′-amidomethyl]-5,6-substituted-benzo­pyrazoles 4 have been synthesized, characterized and screened for their antimicrobial and antitubercular activity.

 

 

 

 

N P Shetgiri*, A D Chitre, S V Kokitkar,

S M Ghate, S S Patil & R C Kelaskar

 

 

 

 

 

 

 

1312

A rapid and high-yield synthesis of aryloxyacetic acid in one pot under microwave irradiation and phase transfer catalysis conditions

 

IPC: Int.Cl.8 C 07 C

A series of aryloxyacetic acid 3a-h were synthesized in one pot under microwave irradiation and phase transfer catalysis conditions.

 

 

 

 

 

 

Tai-Bao Wei, Hong Liu, Man-Lin Li &

You-Ming Zhang*

 

 

 

 

 

 

 

 

 

 

 

 

 

1315

Thermal condensation of 3-trifluoromethyl- / and 3-amino-1-phenyl-2-pyrazolin-5-ones with aromatic aldehydes. Synthesis of 4-arylidene-pyrazolones and pyrazolopyranopyrazoles

 

IPC: Int.Cl.8 C 07 D

Condensation of 3-trifluoromethyl- 1 / and 3-amino-1-phenyl-2-pyrazolin-5-ones 2 with aromatic aldehydes afford the corresponding 4-arylidene-2-pyrazolin-5-ones 3 and pyrazolopyranopyrazole derivatives 4, respectively.

 

 

 

 

 

Tariq R Sobahi

 

 

 

 

 

 

 

1319

A new flavonol glycoside from the seeds of Zea Mays

 

IPC: Int.Cl.8 A 61 K

A new flavonol glycoside has been isolated from the seeds of Zea Mays. The flavonol glycoside 1 has been identified on the basis of spectral data.

 

 

 

 

 

 

 

M Amzad Hossain*, A Islam, Y N Jolly & M J Kabir

 

 

 

 

 

 

 

 

 

 

 

 

 

1322

Synthesis of some novel 5, 6-dihydro-6-[4'-substituted phenyl]-12H- indeno [2, 1-c]-1, 5-benzodiazepin-7-ones

 

IPC: Int.Cl8 C 07 D

Synthesis of hitherto unknown 5,6-dihydro-6-phenyl-12H-indeno[2,1-c]-1,5-benzodiazepin-7-ones 2 through Michael type addition of o-phenylenediamine to 2-benzylideneindane-1,3-diones is reported.

 

 

 

 

 

Preeti Aggarwal, Ramesh C Kamboj, Satish C Gupta & Som N Dhawan*

 

 

 

 

 

 

 

1325

Synthesis of novel unsaturated purine nucleoside

 

IPC: Int.Cl.8 C 07 D

Synthesis of a novel unsaturated purine nucleoside has been described.

 

 

Virendra Singh

 

 

 

 

 

 

 

 

 

 

 

 

 

1328

 

New taraxerane esters from Hibiscus schizo­petalus leaves

 

IPC: Int.Cl.8 C 07 C // A 61 K

Two new triterpene esters, named 22-hydroxy-taraxeryl acetate 1 and 22-hydroxytaraxeryl-cis-p-coumarate 2, have been isolated from the leaves of Hibiscus schizopetalus.  Their structures have been determined by spectroscopic methods and chemical reactions.

 

Jose E A & K K Vijayan*

 

 

 

 

Authors for correspondence are indicated by (*)

IPC: International Patent Classification

Int. Cl8.: International Classification, 8th Edition, 2006