Chemistry
Heterocyclic Building Blocks
Thiazoles
N-(thiazol-2-yl)benzamide
Acylation: N-(thiazol-2-yl)benzamide can undergo acylation reactions, where the amide group (-CONH-) can be replaced with other acyl groups. For example, you can treat it with acyl chlorides or anhydrides to form N-acyl derivatives.
Substitution Reactions: The benzene ring in N-(thiazol-2-yl)benzamide can undergo electrophilic aromatic substitution reactions. For instance, you can perform halogenation (e.g., bromination or chlorination) or nitration reactions to introduce various substituents onto the benzene ring.
Reduction: The carbonyl group (C=O) in the amide can be reduced to an amine (NH2) by using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Heterocycle Formation: You can potentially form other heterocyclic compounds by reacting N-(thiazol-2-yl)benzamide with appropriate reagents, leading to the incorporation of the thiazole moiety into a new ring system.
Condensation Reactions: N-(thiazol-2-yl)benzamide can participate in condensation reactions with other compounds containing suitable functional groups, such as aldehydes or ketones, to form new compounds.
Base-Catalyzed Hydrolysis: The amide bond can be hydrolyzed under basic conditions to produce the corresponding carboxylic acid and amine.
Metal-Catalyzed Reactions: Transition metal-catalyzed reactions, such as Suzuki-Miyaura cross-coupling or Heck reactions, can be employed to modify the structure of N-(thiazol-2-yl)benzamide.
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Methyl 2-(2-hydroxy-4,5-dimethoxybenzamido)thiazole-4-carboxylate
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Ethyl 2-(2,4,5-trimethoxybenzamido)thiazole-4-carboxylate