Indian Journal of Chemistry

 

Sect. B: Organic Chemistry including Medicinal Chemistry

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VOL. 51B

NUMBER 10

October 2012

 

CONTENTS

 

Papers

 

 

 

 

1447

A novel ionic liquid mediated synthesis of 2,3-di­hydro-1,5-benzothiazepines using recyclable catalyst Amberlyst-15Ò

 

Amberlyst-15Ò has been exploited as an efficient recyclable heterogeneous catalyst for the facile synthesis of 2,3-dihydro-1,5-benzothiazepines in environmentally benign ionic liquids. The reaction is smooth and the products have been isolated in excellent yields.

 

 

X = H, Cl, CF3; R = COOH, 4-NO2C6H4, 4-CH3C6H4

 

 

Tripti Yadav, Manoj Kumar, Renuka Jain & Ashok K Yadav*

 

Department of Chemistry, University of Rajasthan, Jaipur 302 004, India

 

 

 

 

 

 

 

1452

Molecular structures, spectral and theoretical investigations on some cinnamaldazines

 

The high resolution 1H, 13C NMR spectra have been recorded for four cinnamaldazines and their conformations are analysed and they are in good agreement with those determined from theoretical studies.

 

 

 

A Manimekalai*, C Vetrivel & S Vijayalakshmi

 

Department of Chemistry, Annamalai University, Annamalainagar 608 002, India

 

 

 

 

 

 

 

 

 

 

 

 

1462

Synthesis, reactions and anthelmintic activity of 1-[benzimidazol-2-yl]-4-formyl-3-[2′(-substituted phen­yl) indole-3-yl] pyrazoles

 

Reaction of 2-hydrazinobenzimidazoles 1 and 3-acetylindoles 2 gives 3-acetylindolbenzimidazol-2-yl hydrazones 3 in [bmim]PF6. On Vilsmeier Haack reaction of 3, 4-formyl pyrazole derivatives 4 are obtained. Reaction of formyl group of 4 with arylketones and anilines in ionic liquid / conventional method gives the corresponding chalcones 5 and Schiff bases 6.

 

 

 

 

 

 

 

 

 

 

Kanti Sharma* & Renuka Jain

 

Department of Chemistry, University of Rajasthan, Jaipur 302 055, India

 

 

 

 

 

 

 

1470

Eco-friendly, industrial process for synthesis of (S)-3-(aminomethyl)-5-methylhexanoic acid [pregabalin]

 

Four novel routes for the synthesis of (S)-3-(aminomethyl)-5-methylhexanoic acid [pregabalin] have been developed. All the developed routes have been assessed for the greenness and route 4 has been recommended for scale-up.

 

 

 

Bhairab Nath Roy*, Girij Pal Singh, Piyush Suresh Lathi, Manoj Kunjabihari Agrawal, Rangan Mitra &

Vijay Sadashiv Pise

 

Lupin Research Park, Survey No 46/A & 47/A, Nande Village, Mulshi Taluka, Pune 411 042, India

 

 

 

 

 

 

 

 

 

 

Notes

 

 

 

1489

An efficient and one pot synthesis of polysubstituted imidazoles catalyzed by BiCl3

 

An efficient and rapid one-pot synthesis of tri- and tetra-substituted imidazoles using BiCl3 as catalyst in acetonitrile has been reported.

 

 

 

 

 

 

 

 

 

 

 

R K Sharma*, Chetna Sharma & Prerna

 

Green Chemistry Network Centre, Department of Chemistry, University of Delhi,

Delhi 110 007, India

 

 

 

 

 

 

 

1494

Synthesis of some new 2-(benzylsulfonyl­ethylsulfonyl­methyl)­oxazolines and thiazolines

 

A new class of five-membered heterocycles oxazolines and thiazolines have been prepared by multistep, one-pot and microwave irradiation methodologies. The microwave method provides an excellent approach for the safe, rapid, inexpensive and simple synthesis of oxazolines and thiazolines.

 

 

 

 

 

 

 

 

 

 

 

 

V Padmavathi*, C Premakumari, B C Venkatesh, T Bhanu Prakash & A Padmaja

 

Department of Chemistry, Sri Venkateswara University, Tirupati 517 502, India

 

 

 

 

 

 

 

 

 

 

 

 

 

1502

Ferulic acid ester from Colebrookea oppositifolia

 

Five constituents have been isolated from Colebrookea oppositifolia Smith syn. C. ternifolia Roxb. (Lamiaceae) namely n-triacontane, cetyl alcohol, 32-hydroxydotriacontyl ferulate, b-sitosterol and 5,6,7,4′-tetramethoxyflavone. Isolation of 32-hydroxydotriacontyl ferulate is being reported for the first time from this plant. Structure of these compounds have been elucidated on the basis of spectral (IR, NMR, MS) data.

 

 

 

 

Suresh Kumar Verma, Deepika Pareek,  Reenkoo Singhal, Ashok Kumar Chauhan,

Pradeep Parashar & Mahabeer P Dobhal*

 

S. K. Govt. College, Sikar 332 001, India

 

 

 

 

 

 

 

1504

Synthesis and antimicrobial screening of 4H -2-acetyl-3-amino- furo [3,2-c] benzopyran 4-one, oxime of 4H-2-acetyl-3-amino-furo [3,2-c] benzopyran 4-one, 11H-2-chloromethyl-4-methyl-pyrimido[3,2-d]furo[3,2-c]benzo­pyran-11-one-3N-oxide and 11H-2-[methyl­ene morpholine]-4-methyl-pyrimido­[3,2-d]­furo[3,2-c]benzopyran-11-one-3N-oxide

 

A facile synthesis of biologically active 4H-2-Acetyl-3-amino-furo [3,2-c] benzopyran 4-one, oxime of 4H-2-Acetyl-3-amino-furo [3,2-c] benzopyran 4-one, 11H-2-chloromethyl-4-methyl-pyrimido[3,2-d]furo[3,2-c]benzopyran-11-one 3N-oxide and 11H-2-[methylene morpholine]-4-methyl-pyrimido[3,2-d]furo[3,2-c]benzopyran-11-one 3N-oxide.

 

 

 

 

 

V V Mulwad* & A S Hegde

 

Department of Chemistry, The Institute of Science, 15, Madam Cama Road, Mumbai 400 032, India

 

 

 

 

 

 

 

 

 

 

 

 

 

1511

A green synthesis and antibacterial activity of 2-aryl-5-(coumarin-3-yl)-thiazolo [3,2-b][1,2,4]triazoles

 

3-Aryl-5-(coumarin-3-yl)acylthio-1,2,4-triazoles 1a-h have been prepared by direct condensation of 3-acetylcoumarins and various 3-aryl-5-mercapto-1,2,4-triazoles in the presence of molecular iodine using grinding technique at RT. 3-Aryl-5-(coumarin-3-yl)acylthio-1,2,4-triazoles on cyclisation with polyphosphoric acid using microwave irradiations under solvent free conditions give 2-aryl-5-(coumarin-3-yl)-thiazolo[3,2-b][1,2,4]triazoles 2a-h. The present method is quite environmentally benign as it avoids the use of hazardous organic solvents during the reaction as well as at working up stage. Several new compounds have been synthesized and their antibacterial properties have been described.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Komal Jakhar & J K Makrandi*

 

Department of Chemistry, Maharshi Dayanand University, Rohtak 124 001, India

 

 

 

 

 

 

 

 

 

 

 

 

 

1517

Synthesis and biological screening of 1-N-{4-[4′′, 4′′′-difluoro diphenyl)-methyl]-piperazine-1-yl}-4-arylidene-2-penyl-5-oxo-imidazolines

 

 

 

 

 

 

M D Savaliya, J G Dobaria, V V Bhuva, H D Purohit & D M Purohit*

 

Department of Chemistry, Shree M & N Virani Science College, Kalawad Road, Rajkot 360 005, India

 

 

 

 

 

Authors for correspondence are indicated by (*)