C V Deliwala
Articles written in Proceedings – Section A
Volume 13 Issue 5 May 1941 pp 352-358
The condensation of acetoacetic ester with substituted resacetophenones in the presence of aluminium chloride has been investigated. 5-Ethyl-resacetophenone, 5-bromo-resacetophenone underwent the condensation giving the expected 5-hydroxy-6-acetyl-coumarin derivatives. 4-Acetyl-α-naphthol and 4-propionyl-α- naphthol underwent the condensation but the product obtained was found to be 4-methyl-1: 2-α-naphtha-pyrone, the acyl group being split off during the condensation. Negative results were obtained with 5-nitro-resacetophenone, 5-benzyl-resacetophenone, ω-methoxy-resacetophenone, methyl-β-resacetophenone carboxylate, 4:6-diacetyl-resorcinol and 2:4-diacetyl-resorcinol. The results obtained have been explained; negative groups like-NO2,-CO.Me, etc., hinder the reaction, while positive groups like-C2H5 have no de-activating effect on the course of the reaction.
Volume 14 Issue 6 December 1941 pp 630-635
In the course of the attempts to study the effects of the different types of substituents in the molecule of 2-N1-sulphanilamidothiazole, the synthesis of a series of 2-N1-sulphanilamido-5-alkyl- and 2-N1-sulphanilamido-4-methyl-5-alkyl- thiazoles, wherein the alkyl group varies from ethyl to hexyl, have been effected and these compounds are described.
Volume 16 Issue 2 August 1942 pp 115-125
Sulphanilylguanidine condensed with ethyl acetoacetate and its α-alkyl derivatives to yield 2-sulphanilamido-4-methylpyrimidone and 2-sulphanilamido-4-methyl-5-alkylpyrimidones respectively. Experiments have been recorded which support these structures and a number of intermediate compounds are described. Ethyl formylacetate condensed with sulphanilyl-guanidine to furnish 2-sulphanilamidopyrimidone. Hydroxymethyleneacetone and hydroxymethylene ethylbutylketone failed to condense with sulphanilylguanidine to yield the corresponding pyrimidines in appreciable yields. Mesityl oxide, on the other hand, has yielded two products which are represented provisionally as the two possible pyrimidine derivatives (XIV) and (XV).
Volume 16 Issue 2 August 1942 pp 126-128
A number of carboxylic acid derivatives of 2-sulphanilamidothiazole with the acid grouping attached directly or through alkyl radicals to the thiazole ring at the positions 4 or 5, are described.
Volume 16 Issue 6 December 1942 pp 387-391
The action of benzoyl chloride on 5-hydroxy-6-acyl-coumarins in pyridine solution has been investigated. The reaction leads to the formation of the flavone derivative instead of the expected benzoyloxy derivative. The constitution of the flavone obtained from 5-hydroxy-6-acetyl-coumarin has been confirmed by unambiguous synthesis from the corresponding chalkone by SeO2 reaction. 5-Hydroxy-6-propionyl-coumarin similarly gives the flavone derivative and also reacts in its enolic form, yielding the di-benzoyloxy derivative. 5-Hydroxy-6-butyryl-coumarin gives only the di-benzoyloxy derivative, reacting in its enolic form.
Volume 17 Issue 1 January 1943 pp 7-10
The condensation of resacetophenone with several α-substituted acetoacetates with anhydrous aluminium chloride as condensing agent has been investigated. Ethyl α-methyl-, α-ethyl-, α-benzyl-acetoacetates undergo the condensation with the formation of 5-hydroxy-6-acetyl-3-alkyl-coumarin derivatives. Negative results were obtained with ethyl α-prophyl-, α-allyl, α-chloro-acetoacetates, the original ketone being recovered. The results obtained have been discussed.
Volume 18 Issue 6 December 1943 pp 360-363
2-Aminothiazole condensed with acetsulphanilylchloride in aqueous solution or suspension in the presence of sodium bicarbonate, calcium carbonate or barium carbonate to yield 2-diacetsulphanilylamidothiazole m.p. 128–29°; the same product is also obtained by condensing 2-aminothiazole with two molecular equivalents of acetsulphanilylchloride in pyridine or by condensing 2-acetsulphanilamidothiazole with acetsulphanilylchloride in alkaline solution. This compound on boiling with alcohol isomerises into 2-acetsulphanilimido-3-sulphanilylthiazolone. These two products are hydrolysed by acid or alkali to sulphathiazole in good yield. A process of preparation of sulphathiazole is described.
Volume 31 Issue 1 January 1950 pp 21-25
Twenty-three compounds have been synthesised as possible lipophilic chemotherapeuticals of the sulphonamide and sulphone series. Among such compounds are the hydnocarpic acid derivatives of N4-
Volume 31 Issue 1 January 1950 pp 26-30
An attempt has been made to explore the little investigated but chemically and biologically interesting group of 2-sulphanilamidothiazolones, mostly carrying lipophilic alkyl radicals in the 5-position, for members likely to prove useful in the treatment of tuberculosis and leprosy. In the synthesis of the candidate compounds, emphasis has been laid on the N4-
A preparative method for the intermediate 2-amino-5-substituted thiazolones, starting with the corresponding mono- and dibasic fatty acids, has been worked out. New 5-substituted pseudothiohydantoins, derived from monobasic acids, are 5-
The following sulphonamidothiazolones have been synthesised: N4-
2-Sulphanilamido-5-ethylthiazolone, prepared in the course of this study, differs in its physical characteristics from that of sulphaethylthiazolone as reported by the earlier workers. However, the present sample affords good analytical values and is markedly active in some acute bacterial infections.
Volume 31 Issue 2 February 1950 pp 107-116
The highly favourable first reports about the antibacterial merits of 5∶5′-dihalogenated salicils and the essentially sulphonamide-like nature of their action on bacteria, led to an improved method of preparation of 5∶5′-dichlorosalicil or “chlorosalicil” for ascertaining its usefulness in human tuberculosis.
The ineffectiveness of chlorosalicil on
A total of twenty-eight heterocyclic compounds have been synthesised in this connection. Synthesis of these furnished interesting information regarding the chemistry of imidazoles.
A few representative heterocyclics, now prepared, have been subjected to examination for efficacy
Volume 31 Issue 2 February 1950 pp 117-123
In order to fit the sulphonamides and sulphones out better for use in the chemotherapy of tuberculosis and leprosy, synthesis has been effected of a series of
The twenty-six compounds synthesised include
Volume 31 Issue 3 March 1950 pp 183-186
A series of sulphanilamides derived from N-carbo and heterocyclic hydroxamides have been synthesised, since a number of N4-acyl sulphanilhydroxamides have been favourably reported on in preliminary experimental bacterial infections. Among the latter was