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Indian Journal of Chemistry

Sect. B: Organic Chemistry including Medicinal Chemistry

 

 

VOLUME 43 B

NUMBER 8

AUGUST 2004

 

 

CONTENTS

Rapid Communications

1711

A simple and efficient tetrahydropyranylation using N-bromosuccinamide

 

IPC: Int.Cl.7 C 07 C 239/06

 

 

  

 

Biswanath Das*, M Ravinder Reddy, N Ravindranath, V Saidi Reddy & K Venkateshwarlu

 

Papers

1713

Synthesis in the field of podophyllotoxin and related analogues : Part XII — Synthesis of benzodioxan analogue of didemethoxy-b-apopicropodophyllin

 

IPC: Int.Cl.7 C 07 D 315/00

Total synthesis of didemethoxy-b-apopicropo­dophyllin 15 has been achieved via Stobbe condensation of 6.

 

 

 

 

S Shashikanth* & Ganesh L Hegde

 

1721

A rapid synthesis of dipeptidyl urea acids employing p-nitrophenyl-(9-fluorenylmethoxy­carbonylamino)methyl carbamates

 

IPC: Int.Cl.7 C 07 K 1/00

A rapid and efficient protocol for the synthesis of dipeptidyl urea acids employing p-nitrophenyl-(9-fluorenylmethoxycarbonylamino)methyl carbamates as coupling agents has been described.

 

  Basanagoud S Patil & Vommina V Suresh Babu*  

1729

A novel synthesis of bromomethoxy disubstituted derivatives of benzocyclobutenone

 

IPC: Int.Cl.7 C 07 C 13/00

Flash vacuum pyrolysis of disubstituted ortho methyl aromatic acid chlorides has been used to prepare corresponding benzocyclobutenone derivatives.

 
  P V Barve & P Schiess*  
1737

Synthesis and characterization of 3-[2-(2-aminoethylamino) ethylamino]propyl-1-silatranes

 

IPC: Int.Cl.7 C 01 B 33/00

3-[2-(2-Aminoethylamino) ethylamino]propyl-1-sila­t­ranes have been synthesized in high yields ranging from 87– 93% by transesterification of 3-[2-(2-amino­ethylamino)ethylamino] propyltrimethoxysilane with different trialkanolamines and characterized on the basis of elemental and spectral analyses. Their ligating behaviour with transition metal halides has been examined.

 

where m = 3, n = 2

 

Shailesh C Verma, M Nasim* & P S Venkataramani

 

 

1743

Synthesis of 4˘-O- azomethino-d-glucopyranosides

 

IPC: Int.Cl.7 C 07 H 3/02

The synthesis of 4˘-O-azomethino-d-gluco­pyrano­sides by the Koenigs-Knorr method along with spectral data have been reported.

 

 

 

V N Ingle*, U G Upadhyay & S T Kharche

 

1748

Superoxide induced deprotection of 1,3-dithiolanes : A convenient method of dedithio­acetalization

 

IPC: Int.Cl.7 C 07 D 339/02

Tetraethylammonium superoxide, generated in situ by the phase transfer reaction of potassium superoxide and tetraethylammonium bromide, brings about an easy deprotection of a variety of 1,3-dithiolanes of carbonyl compounds under significantly mild reaction conditions at room temperature.

 

 

 

Ajay Kumar Shukla, Manjusha Verma & Krishna Nand Singh*

 

1753

NMR spectral studies of some N-aroyl hydrazones

 

IPC: Int.Cl. G 01 R 33/46, C 07 D 211/00

1H and 13C NMR spectra have been recorded for some N-aroyl (benzoyl, salicyloyl) hydrazones 1-9 derived from piperidin-4-ones and tetrahydrothiopyran-4-one and analysed.

 

 

 

 

A Manimekalai*, B Senthil Sivakumar &

T Maruthavanan

 

1758

Distal effect on mass spectral fragmentations of glycolamide esters of 6-methoxy-2-naphthylacetic acid (6-MNA) and the crystal structure of N, -dimethylglycolamide ester of 6-MNA

 

IPC: Int.Cl.7 C 07 C 61/13

Mass spectral fragmentation pattern of glycolamide esters of 6-MNA is influenced by distal amide functionality. Crystal structure reveals specific conformation of the molecule.

 

 

 

Pritam Dev Sharma*, Lalit Kumar Wadhwa, Senthil Kumar Chandiran, Tejvir Singh & Paloth Venugopalan

 

1765

Synthesis of some new fluorine containing 1,3,4-oxadiazole derivatives as potential antibacterial and anticancer agents

 

IPC: Int.Cl.7 C 07 D 271/00 // A 61 31/04, 35/00

 

 

 

 

 

 

K Subrahmanya Bhat, M S Karthikeyan,

B Shivarama Holla* & N Suchetha Shetty

 

1770

Synthesis and antiviral activity of furo­benzo­pyrones

 

IPC: Int.Cl.7 C 07 D 311/04 // A 61 P 31/12

 

 

 

V K Pandey*, V K Singh & M Tandon,

M N Joshi & S K Bajpai

 

Notes

1774

Synthesis of novel 6-substituted-aminopyridin-2(H)-ones

 

IPC: Int. Cl.7 C 07 D 211/00

Compounds 4 and 5 when subjected to azo coupling with aryldiazonium chlorides furnish two isomers 6-substituted-amino - 4-(4-ethoxyphenyl)-1-phenyl-3-(aryl­­azo)­pyridin-2(H)-ones 6a-j and 7a-j and 6-substi­tuted-amino - 4-(4-ethoxyphenyl)-1-phenyl-5-(aryl­a­zo)­­pyridin-2(H)-ones 6k-t and 7k-t. Mannich reaction with 4 and 5 gives single product 6-substituted-amino-4-(4-ethoxyphenyl)-1-phenyl-3-(amino­methyl)­­pyridin-2(H)-ones 8a-b and 9a-b.

 

 

A K Patel & N B Patel*

 

1779

Aromatic nucleophilic substitution reactions of
2-chloro-1-methylpyridinium iodide with phenols

 

IPC: Int. Cl.7 C 07 C 39/04

 

The kinetics and mechanism of nucleophilic substitution reactions of 2-chloro-1-methylpyridinium iodide with different phenols have been investigated. The reactions follow second-order kinetics with a two-stage mechanism.

 

 

Mahbub Kabir*, Abdul Awwal, Delwar Hossain & Nasima K Bizly

 

1782

An improved synthesis of homoisoflavanones

 

IPC: Int.Cl.7 C 07 D 311/38

An improved one pot synthesis of homoisoflavanones has been carried out from 2′-hydroxydihyrochalcones.

 

 

Sharda Jaspal* & S K Grover

 

1784

Microwave assisted synthesis of some new isoxazolyltriazinan-2-ones

 

IPC: Int.Cl.7 C 07 D 261/00, 251/00

Trimolecular condensation of N-(5-methyl-3-iso­xazolyl)-N˘-aryl ureas 2 with aqueous formaldehyde and primary amines under microwave irradiation in ethanol leads to 5-alkyl-1-(5-methylisoxazol-3-yl)-3-aryl-[1,3,5]triazinan-2-ones 3 in excellent yields.

 

 

E Rajanarendar*, K Ramu & M Srinivas

 

1787

Hydrazinium monoformate mediated facile preparation of amines from azides catalyzed by zinc

 

IPC: Int.Cl.7 C 07 C 211/00

 

 

R-N3  R-NH2

R= alkyl or aryl

 

 

H S Prasad, G R Srinivasa, K Abiraj &

D Channe Gowda*

 

1790

Synthesis of 2-oxo-2H-chromene-3-carboxylic acid (5-methyl-3-isoxazolyl) and (3-methyl-5-styryl-4-isoxazolyl) amides as potential bioactive compounds

 

IPC: Int.Cl.7 C 07 D 311/00

Synthesis of 2-oxo-2H-chromene-3-carboxylic acid (5-methyl-3-isoxazolyl) and (3-methyl-5-styryl-4-isoxazolyl)amides 3 and 6 has been achieved from aminoisoxazoles, by treatment with diethyl malonoate followed by cyclization with salicylaldehydes.

E Rajanarendar*, K Ramu & P Ramesh
1794

Scope of mercuric acetate oxidation of chalcones and the antibacterial activity of resulting aurones

 

IPC: Int.Cl.7 C 01 G 13/00 // A 61 P 31/04

 

Mercuric acetate oxidation in DMSO of some highly substituted hydroxychalcones has been studied and found to give around 50% yields of Z-aurones. Thirteen new aurones have been synthesised from the corresponding o-hydroxychalcones. These compounds have been studied for their antibacterial activity

M S Y Khan* & M Asad Mue
1798

Synthesis and insecticidal activity of some 1,3,4-oxadiazole derivatives containing phenoxy­fluoro­phenyl group

 

IPC: Int.Cl.7 C 07 D 271/10

 

The possibility of generation of insecticidal activity in oxadiazoles by the substitution of phenoxyfluoro-phenyl group is attempted. Synthesis and data on insecticidal activity of some new 1,3,4-oxadiazole derivatives are reported.

T P Mohan, B Vishalakshi*, K S Bhat, K S Rao & G N Kendappa
1802

Bacopasaponin H: A pseudojujubogenin glycoside from Bacopa monniera

 

IPC: Int.Cl.7 A 61 K 35/00

A new dammarane-type pseudojujubogenin glycoside, bacopasaponin H, has been isolated from Bacopa monniera

Bacopasaponin H (1)

Suparna Mandal & Sibabrata Mukhopadhyay*
1805

Premnosidic acid, a new iridoid glycoside from Premna barbata

 

IPC: Int.Cl.7 C 07 D 311/00

A new iridoid glycoside, premnosidic acid 1 has been isolated from P. barbata and characterized.

Sandeep Negi, Vertika Shukla, G Pant, M S M Rawat* & A Nagatsu
1807

A new isoflavone from Indigofera linnaei

 

IPC: Int.Cl.7 C 07 D 311/36

 

A new isoflavone characterized as 7,8-methylenedioxy-4˘-methoxyisoflavone by chemical and spectral studies, has been isolated from the whole plant of Indigofera linnaei.

Y Rajendra Prasad* & V Chakradhar

 

Authors for correspondence are indicated by (*)

IPC: International Patent Classification

Int. Cl.7: International Classification 7th edition, 1999