Ethyl 2-aminothiazole-5-carboxylate

China [CN]

I. Basic Information

Chinese Name: Ethyl 2-aminothiazole-5-carboxylate

English Name: Ethyl 2-aminothiazole-5-carboxylate

CAS Number: 14527-44-7

Molecular Formula: C₆H₈N₂O₂S

Molecular Weight: 172.20 (Calculated: C 41.85%, H 4.68%, N 16.26%, O 18.58%, S 18.63%)

II. Chemical Structure and Characteristics

Structural Analysis: The core of the molecule is a thiazole ring (a five-membered heterocycle containing sulfur and nitrogen), connected to an amino group (-NH₂) at the 2-position and an ethyl carboxylate group (-COOCH₂CH₃) at the 5-position.

Functional Group Characteristics:

Amino group (-NH₂) at position 2: Nucleophilic, capable of participating in reactions such as acylation and diazotization, serving as a key reactive site;

Ester group (-COOEt) at position 5: Easily hydrolyzes to a carboxyl group (-COOH) and can react with amines to form amides, modulating the polarity of the molecule;

Thiazole ring: An aromatic heterocycle with high stability. The sulfur and nitrogen atoms can bind to metal ions through coordination, enhancing the molecule's potential for biological activity.