a) Compound 1 is a nonsteroidal anti-inflammatory (NSAID) drug. Knowing that itsthiazole ring can be synthesised using antzscb's method, propose thestructure of the thioamide (2) and a-haloketone (3) fragments that take part inthe reactionCICOOH123b) Explain the reason why in the Hantzscbis synthesis of thiazoles the sylfur atomof the thioamide moiety prefers to attack the carbon-halogen bond while thenitrogen atom attacks the carbonyl group and not the other way around.

Answered: Image /qna-images/answer/313353d4-6f88-40c5-9a82-0247ee8ea467.jpg

a) Compound 1 is a nonsteroidal anti-inflammatory (NSAID) drug. Knowing that its thiazole ring can be synthesised using Hantzschs method, propose the structure of the thioamide (2) and a-haloketone (3) fragments that take part in the reaction CI соон 1 2 3 b) Explain the reason why in the Hantzscb's synthesis of thiazoles the sulfur atom of the thioamide moiety prefers to attack the carbon-halogen bond while the nitrogen atom attacks the carbonyl group and not the other way around.

a) Compound 1 is a nonsteroidal anti-inflammatory (NSAID) drug. Knowing that its thiazole ring can be synthesised using Hantzschs method, propose the structure of the thioamide (2) and a-haloketone (3) fragments that take part in the reaction CI соон 1 2 3 b) Explain the reason why in the Hantzscb's synthesis of thiazoles the sulfur atom of the thioamide moiety prefers to attack the carbon-halogen bond while the nitrogen atom attacks the carbonyl group and not the other way around.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.37P

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