Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

Total visitors: 3,837  since 16-04-09

VOL. 48B

NUMBER 4

April 2009

CONTENTS

Papers

 

 

 

545

An efficient method for the synthesis of 2,3-dihydro-1H-isoindoles

The synthesis of N-substituted 2,3-dihydro-1H-isoindoles from a,a˘-dibromo-o-xylene and various primary amines in basic medium under ambient conditions is described. Especially the selection of 1,4-dioxane as solvent and sodium hydroxide as suitable base to maintain the  homogeneity of the medium are key steps to promote the reaction efficiently. Primary alkyl amines react faster as compared to their aromatic analogoue under the conditions studied. Irrespective of the starting amine used all the reactions proceed smoothly and provide 2,3-dihydro-1H-isoindoles derivatives in excellent yields compared to hitherto known methods.

 

 

 

 R= Aliphatic (C5-C10), Alkyl aromatic, Aromatic and Benzylic

 

 

 

Adimurthy Subbarayappa* & Paresh U Patoliya

 

Analytical Science Division, Central Salt and Marine Chemicals Research Institute, (CSIR)

Gijubhai Badheka Marg, Bhavnagar 364002, India

 

 

 

 

553

Synthesis and NMR spectral study of some 5-aryl-3-methylcyclohex-2-enones and 5r-aryl-3t-cyano-3c-methylcyclohexanones

 

Eight 5-aryl-3-methylcyclohex-2-enones and seven 5r-aryl-3t-cyano-3c-methylcyclohexanones have been synthesized. NMR spectral data of these compounds are discussed.

 

 

S Kamatchi, R T Sabapathy Mohan, R Gomathi &  K Pandiarajan*

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

 

 

 

563

Synthesis and antibacterial activity of 1,3-diaryl-4-cyanopyrazoles

 

A mild, short and simple method for the small scale synthesis of pharmaceutically important 1,3-diaryl-4-cyanopyrazoles 3 is reported from acetophenone arylhydrazones 1 through a two step reaction. All the title compounds have been subjected to in vitro antibacterial testing against four pathogenic strains namely, S.aureus, B.subtilis (gram positive) and gram negative bacteria namely, P.aeruginosa and E.coli.

 

 

 

 

Om Prakash*, Rashmi Pundeer, Pooja Ranjan,
Kamaljeet Pannu , Yogita Dhingra & K R Aneja

 

Department of Chemistry, Kurukshetra University,
Kurukshetra 136 119, India

 

 

 

 

569

Synthesis of an amino moiety in Trovafloxacin by using an inexpensive amidine base, N,N-diethyl­acetamidine

 

The simple and inexpensive amidine base, N,N-diethyl­acetamidine, has been prepared and utilized in the construction of bicyclic hetero compound, 4 and employed for further reduction of amidic carbonyl groups of 4 by using NaBH4/I2-THF condition which is an efficient and commercially viable method to prepare 5 towards the synthesis of amino moiety 1, in Trovafloxacin 2 an antibacterial agent.

 

 

 

 

G Madhusudhan*, V Balraju, T Rajesh,
B Venkata Narayana & R Naveen Reddy

Inogent Laboratories Pvt. Ltd., A GVK BIO Company, 28A, IDA, Nacharam, Hyderabad 500 076, India

 

 

 

574

Simple and rapid synthesis of Nα-urethane protected β-amino alcohols and peptide alcohols employing HATU

 

An efficient and one-pot synthesis of Nα-protected β-amino alcohols starting from Nα-Fmoc-/Bsmoc- /Boc-/Z-α-amino acids and peptide acids using HATU and NaBH4 has been described.

 

 

 

 

R= CH2C6H5, CH(CH3)2 , H, CH2CH(CH3)2, CH3 moiety.

 

 

 

Vommina V Sureshbabu*, N S Sudarshan &
G Chennakrishnareddy

Peptide Research Laboratory, Department of Studies in Chemistry, Central College Campus, Bangalore University,
Dr. B. R. Ambedkar Veedhi, Bangalore 560 001, India

 

 

 

Notes

 

 

580

Conformational analysis of some N-hydroxy­piperidin-4-one oximes

Synthesis and conformational analysis of some N-hydroxy­piperidin-4- one oximes are reported.

 

 

 

 

 

G Baskar*, M Gopalakrishnan &
J Winfred Jabaraj

Department of Chemistry, Annamalai University, Annamalai Nagar 608 002

 

 

 

 

585

A practical, clean and green synthesis of vibrindole and bis(indolyl)methanes catalyzed by alum [KAl(SO4)2.12H2O] in water

 

 

 

 

 

Sanjay Kumar, Inderpreet S Grover & Jagir S Sandhu*

Department of Chemistry, Punjabi University, Patiala 147 002, India

 

 

 

590

N-Desmethyltriptans: One pot efficient synthesis of N-methyl-2-[5-[substituted-1H-indole-3-yl]­eth­a­n­amines

 

A straightforward and highly improved method to synthesize N-methyl-2-[5-[substituted-1H-indole-3-yl]ethanamines 4-6, which are the metabolites of tryptans 1-3, is reported.

 

 

 

 

 

Vasantha Mittapelli*, Purna Chandra Ray, Yogendra Kumar Chauhan & Debashish Datta

 

Matrix Laboratories Limited, Plot No 34 A, Anrich Industrial Estate,
Bollaram, Jinnaram (Mandal), Medak Dist 502 325, India

 

 

 

 

595

The synthesis and structure of 1-[3-{(2-hydroxy­benzylidene)amino}phenyl]ethanone

Two Schiff base ligands SACPNyH and 5BrSACPNyH are synthesised from the condensation reactions of  salicyl­aldehyde and 5-bromosalicylaldehyde respectively with 3-amino­aceto­phenone and characterized by elemental analyses, mass, electronic and infrared spectral studies. The molecular structure of  SACPNyH determined by single crystal X-ray crystallographic study is discussed.

 

 

 

Rajib Lal De*, Jaydeep Mukherjee, Mahuya Mandal,

Lovely Roy, Ruchika Bhowal & Indrajit Banerjee

 

Department of Chemistry, Jadavpur University, Kolkata 700 032, India

 

 

 

 

599

Mild and efficient synthesis of 1,2,4-triazolo[4,3-a][1,8] naphthyridines using FeCl3 in the solid state

 

An efficient and mild procedure for the synthesis of 1,2,4-triazolo[4,3-a][1,8]naphthyridines 4 using FeCl3.6H2O in the solid state at room temperature is described.

 

 

 

 

 

K Mogilaiah*, K Vidya & T Kumara Swamy

 

Department of Chemistry, Kakatiya University, Warangal 506 009, India

 

 

 

 

602

A facile and efficient microwave-mediated
S-alkylation of thiophosphates

 

A simple and rapid microwave assisted S-alkylation of
O, O’-diethyl thiophosphate has been described.

 

 

 

Lokesh Kumar Pandey, Avik Mazumder & Uma Pathak*

Synthetic Chemistry Division, Defence Research & Development Establishment, Gwalior 474 002, India

 

 

 

 

606

An efficient synthesis of novel 2-amino-4-aryl-6-ferrocenyl pyrimidines

A series of 2-amino-4-aryl-6-ferrocenyl pyrimidines have been synthesized using cyclocondensation of 3-aryl-1-ferrocenyl-2-propen-1-ones with guanidine hydrochloride in basic medium. All newly synthesized compounds have been fully characterized by elemental analysis, IR, 1H NMR and mass spectral data. The antibacterial activity of all the compounds against Staphylococcus aureus and Escheria coli has been evaluated.

 

 

 

G S Rashinkar, S B Pore, K B Mote & R S Salunkhe*

 

Department of Chemistry, Shivaji University,
 Kolhapur 416004, India

 

 

 

611

A simple and efficient PTT-mediated synthesis of a-azidoketones in [bmim][BF4] ionic liquid

A simple and efficient one-pot method has been described for the direct synthesis of a-azidoketones from various ketones possessing a-hydrogen by reaction with phenyltrimethyl­ammonium tribromide (PTT) and subsequent treatment with NaN3 in ionic liquid. The procedure gives high yield and the ionic liquid can be reused.

 

 

 

Anil Kumar*, Israr Ahmed, M Sudershan Rao,
Gautam Patel & Dalip Kumar

 

Chemistry Group, Birla Institute of Technology and Science, Pilani 333 031, India

 

 

 

 

 

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