2-aMino-6,7-dihydro-5H-benzothiazol-4-one

China [CN]

I. Basic Information

Chinese Name: 2-Amino-6,7-dihydro-5H-benzothiazol-4-one

English Name: 2-Amino-6,7-dihydro-5H-benzothiazol-4-one

CAS Number: 1908-87-8

Molecular Formula: C₇H₈N₂OS

Molecular Weight: 168.22 (Calculated: C 50.00%, H 4.79%, N 16.65%, O 9.51%, S 19.05%)

II. Chemical Structure and Characteristics

Structural Analysis: The molecule is derived from a benzothiazole ring (a benzene ring fused to a thiazole ring). The thiazole ring has an amino group (-NH₂) at the 2-position and a keto group (-CO-) at the 4-position. The benzene ring is partially saturated (with methylene groups at the 6 and 7 positions forming a six-membered saturated ring structure). The overall structure is the reduced form of 6,7-dihydro-5H-benzothiazol-4-one.

Functional Groups:

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

Ketone group (-CO-) at position 4: Can undergo nucleophilic addition and reduction reactions (e.g., to hydroxyl or methylene groups);

Saturated Ring Structure: The saturated portion of the six-membered ring (positions 6 and 7) enhances molecular flexibility, making solubility and reactivity more easily tunable compared to fully aromatic benzothiazoles.