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.

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Chapter1: Chemical Foundations
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a) Compound 1 is a nonsteroidal anti-inflammatory (NSAID) drug. Knowing that its
thiazole ring can be synthesised using antzscb's method, propose the
structure of the thioamide (2) and a-haloketone (3) fragments that take part in
the reaction
CI
COOH
1
2
3
b) Explain the reason why in the Hantzscbis synthesis of thiazoles the sylfur 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.
Transcribed Image Text:a) Compound 1 is a nonsteroidal anti-inflammatory (NSAID) drug. Knowing that its thiazole ring can be synthesised using antzscb's method, propose the structure of the thioamide (2) and a-haloketone (3) fragments that take part in the reaction CI COOH 1 2 3 b) Explain the reason why in the Hantzscbis synthesis of thiazoles the sylfur 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.
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