BROMINATION OF ANTHRANILIC ACID PDF

Mechanism[ edit ] The reaction of bromine with sodium hydroxide forms sodium hypobromite in situ , which transforms the primary amide into an intermediate isocyanate. The formation of an intermediate nitrene is not possible because it implies also the formation of a hydroxamic acid as a byproduct, which has never been observed. The intermediate isocyanate is hydrolyzed to a primary amine, giving off carbon dioxide. Base abstraction of the remaining amide proton gives a bromoamide anion. The bromoamide anion rearranges as the R group attached to the carbonyl carbon migrates to nitrogen at the same time the bromide ion leaves, giving an isocyanate.

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Cited By This article is cited by 23 publications. Archiv der Pharmazie , 9 , DOI: Rammohan R. Yadav, Santosh K. Mintoo, Vikas Kumar, Sonali S. Bharate, Dilip M. Mondhe, Ram A. Vishwakarma, Shashi Bhushan, Sandip B. European Journal of Medicinal Chemistry , , Babatunde Ojo, Bejoy K. Synthetic Communications , 42 7 , Fatima Al-Omran, Rafat M. Mohareb, Adel Abou El-Khair.

Molecules , 16 7 , Inhibition of mammalian aspartate transcarbamylase by quinazolinone derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry , 23 4 , Dolzhenko, L. Korkodinova, V. Kotegov, M. Vasilyuk, V. Synthesis and biological activity of N-acylbromanthranilic acids. Pharmaceutical Chemistry Journal , 40 8 , Some new 2,3,6-trisubstituted quinazolinones as potent anti-inflammatory, analgesic and COX-II inhibitors.

Newer N-substituted anthranilic acid derivatives as potent anti-inflammatory agents. European Journal of Medicinal Chemistry , 37 8 , El-Badawi, A. El-Barbary, Y. Lokshaa, Mai El-Daly.

Phosphorus, Sulfur, and Silicon and the Related Elements , 3 , Mohamed F. Abdel-Megeed, Mohamed A. Saleh, Youssef L. Aly, Ibrahim M. Nucleosides and Nucleotides , 14 , Deshmukh, P. Chavan, D. Selective aziridination of olefinic esters. Chiroptical detection during liquid chromatography, part 5: On-line measurement of circular dichroism spectra?? Jagdish C. Agarwal, Y. Gupta, J. Sinha, K. Bhargava, K.

Cardiovascular activity of some quinazolone derivatives. Pharmacological Research Communications , 13 1 , Misra, C. Dwivedi, S. Synthesis of 2-substituted styrylbromoquinazolone 3- 4-benzhydrazides as possible monoamine oxidase inhibitors. Journal of Heterocyclic Chemistry , 17 6 , Arora, V. Rastogi, A. Agrawal, S. Synthesis of substituted 2-ethyl 4-hydrazinocarbonylphenyl quinazo-lones and 2-ethyl 4-hydrazinocarbonylmethylphenyl quinazolones.

Journal of Heterocyclic Chemistry , 15 5 , Surendra S. Parmar, A. Chaturvedi, A. Chaudhary, Stanley J. Journal of Pharmaceutical Sciences , 63 3 , Rastogi, J. Barthwal, Surendra S. Synthesis of substituted 2-methyl-3 4?

Rastogi, R. Arora, J. Sinha, Surendra S. Interrelationship between monoamine oxidase inhibition and central nervous system depressant activity of Substituted Quinazolone Hydrazides. Chaturvedi, Basheer Ali.

Effect of substituted 2-methyl 2? Parmar, V. Synthesis of Substituted Quinazolone Allyl Ethers and allyl phenols and their effect on the oxidation of pyruvic acid by Rat Brain Homogenate. Some electrophilic substitution reactions of 9,dimethyltriptycene.

Recueil des Travaux Chimiques des Pays-Bas , 86 7 ,

BOSKA KOMEDIA DANTEGO PDF

Hofmann rearrangement

This article has been cited by other articles in PMC. Abstract Schiff bases 9a-l of 3-amino-6,8-dibromophenyl-quinazolin 3H -ones 8 with various substituted aldehydes were obtained by refluxing molar equivalents of the reactants in dry ethanol for 6 h. The aminoquinazoline 8 was inturn obtained from 3,5-dibromoantharlinic acid via intermediate 7. All the synthesized compounds 9a-l were evaluated for their anticonvulsant activity on albino mice by maximal electroshock method using phenytoin as a standard. The compound 9l bearing a cinnamyl function displays a very high activity Keywords: Anticonvulsant, maximal electroshock method, Schiff base, Quinazolin 3H -one, 3-aminoquinazolines Quinazolinones and their Schiff bases are an important class of heterocyclic systems, enjoying considerable interest on account of their diverse range of biological activities[ 1 — 9 ] such as antimicrobial, analgesic and antiinflammatory, anticonvulsant, anticancer, antitubercular, antimalarial, antiviral, antihelmintic and, in particular, very high anticonvulsant activity.

TLC5941 PDF

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