Fries migration of the esters of phenol, isomeric cresols and naphthols with thiophene-2-carboxylic acid has been investigated at 120 Degree C and 160 Degree C in absence of a solvent, with a view to study the behaviour of the sulphur atom in the thiophene ring towards an acid catalyst and its interference in the complex formation necessary for the migration. The isomeric ortho- and para-hydroxy ketones have been isolated employing chemical methods and each is characterised by the preparation of its 2:4-dinitrophenylhydrazone. The yields of the hydroxy ketones were poor and ranged from 4-8% in the case of para and from 9-18% in the case of ortho. Further, in all cases studied, above 50% of the ester was recovered unchanged. These suggest that the charge density at the sulphur atom is greater than at the phenoxyl oxygen atom as compared with similar migrations high and no unreached ester was encountered.

Different 1, 3-diarylpropane-1, 3-diones, 1-(P-nitropheny1) 3-phenyI-, p-nitropheny1) 3-(p-methyI-pheny1)- 1,)p-nitropheny1-3-(p-methoxypheny1)-, and 1-(m-nitropheny)-3- (p-methyIpheny1) propane 1, 3-diones have synthesised and coupled with a number a diazotised sulphonamide bases to yield the respective 1,3-diaryI-2-(substituted sulphonamidozeneazo) propane. All these substituted sulphonamidobenzence propane-1,3- diones have been screened in vitro for their antibacterial properties using cup plate agar diffusion method and some of these have been found active.

Different azo compounds, 1-(m-nitrophenyl)-3-(p-bromophenyl)-and 1-(m-nitrophenyl) 3-(p-chlorophenyl)-2-(substituted sulphonamidobenzeneazo) propane-1,3-dinoes on condensation with hydrazine hydrate (100%), phenylhydrazine, p-nitrophenyllhydrazine and benzoylhydrazine yield the corresponding 1-simple/substituted-3-(m-nitrophenyl)-5-(p-bromo chlorophenyl)-4-(substituted sulphonamidobenzeneazo) pyrazoles. The homogeneity and purity of these was confirmed by TLC and these on screening in vitro against S. aureus and E. coli were found to exhibit antibacterial activity.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

AbstractCoupling of the diazotized sulfonamide bases (II) with the diketone (I) and subsequent cyclization with the aromatic hydrazines (IV) produce the pyrazoles (V).

Coupling of ethyl 3-(4'-methylphenyl)-3-oxopropanoate (1) with different diazotised sulphonamide bases give the corresponding ethyl 3-(4'-methylphenyl)-2-(N1-substituted p-sulphamylbenzeneazo)-3-oxopropanoate [2(a-1)]. Subsequent cyclisation with substituted hydrazines yield the pyrazolone derivatives 3(a-j) and 4(a,b,d-f, h-1). 13 C-NMR and IR studies show them to exist in the pyrazol-5-ol form. Marginal activity was observed during the screening for antifungal and antibacterial activity of these compounds.

A novel and one step synthesis of pyrano(2,3-d) pyrimidines is described. It utilises the reaction of different thiobarbituric acid with ketones.

AbstractDurch Kondensation verschiedener, substituierter Dione (II) mit Benzoylhydrazin (I) werden insgesamt 53 Pyrazole (III) mit antibakterieller Wirkung dargestellt.

Chemischer InformationsdienstVolume 13, Issue 5 Heterocyclic Compounds ChemInform Abstract: SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 3-METHYL-5-ARYL-4-(N-SUBSTITUTED P-SULPHAMYLBENZENEAZO) ISOXAZOLES. PART XXI H. C. MUTREJA, H. C. MUTREJASearch for more papers by this authorG. S. SAHARIA, G. S. SAHARIASearch for more papers by this authorH. R. SHARMA, H. R. SHARMASearch for more papers by this author H. C. MUTREJA, H. C. MUTREJASearch for more papers by this authorG. S. SAHARIA, G. S. SAHARIASearch for more papers by this authorH. R. SHARMA, H. R. SHARMASearch for more papers by this author First published: February 2, 1982 https://doi.org/10.1002/chin.198205214Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume13, Issue5February 2, 1982 RelatedInformation

AbstractDie Kupplung der diazotierten Aniline (IV) und (VI) auf 2‐Hydroxypyrimidin (III) liefert die azosubstituierten Pyrimidine (V) und (VII), die auf antibakterielle Wirksamkeit geprüft werden.

Two 1-methyl-3-arylpropane-1,3-diones viz., 1-methyl-3(2',4'-dimethoxyphenyl)-and l-methlyl-3(3',4'-dimethoxyphenyl) propane-1,3-diones have been synthesised and coupled with diazotised simple and sulphonamide bases in presence of sodium acetate to furnish the corresponding 1-methyl-3(2',4'-3',4'-dimethoxyphenyl)-2 (arylazo/N-substituted p-sulphamylbenzeneazo)propane-1,3-diones. All these compounds were later subjected to in vitro screening against S. aureus, E. coli and p.pyocyanea when these showed considerable activity.

1-Phenyl-3-(p-methoxyphenyl)- and 1,3-di(p-methoxyphenyl) dihydro-2-thioxo-4,6 (1H, 5H)-pyrimidinediones have been synthesised and coupled with different diazotised simple and sulphonamide bases to furnish the corresponding 5-(arylazo/N- substituted p-sulphamylbenezeneazo)dihydro-2-thioxo-4, 6(1H, 5H)-pyrimidinediones. On in vitro screening these were found to exhibit considerable activity against a number of micro-organisms.

AbstractDurch Umsetzung der Dihydro‐thioxo‐pyrimidindione (I) mit diazotierten Sulfonamidbasen (II) werden die Azoverbindungen (III) synthetisiert.

Five substituted dibenzoylmethanes, 1-(p-chlorophenyl)-1-(p-bromophenyl)-, 1-(p-methylphenyl)-, 1-(p-methoxyphenyl)-, and 1-(p-biphenyl)-3-phenyl propane-1:3-diones are coupled with diazotised sulphanilamide, sulphacetamide, N/sup 1/ phenyl-, N/sup 1/p-chlorophenyl-, N/sup 1/p-methylphenyl-, N/sup 1/ p-methoxyphenyl-, N/sup 1/ pyrimidyl-, N/sup 1/ guanidyl-, N/sup 1/-4:6-dimethylpyrimidyl-and N/sup 1/r-pyridylulphanilamides in presence of sodium acetate. All these forty one substituted sulphonamidobenzeneazo 1:3-diketones are crystallised and screened in vitro for their antibacterial properties and some of these are found to be highly active against S. aureus and E. coli.