51360-57-7

Basic information

• Product Name: 3-Acetyl-2-benzothiazolone
• Synonyms: 3-Acetylbenzo[d]thiazol-2(3H)-one
• CAS NO: 51360-57-7
• Molecular Formula: C9H7NO2S
• Molecular Weight: 193.22
• Mol File: 51360-57-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Acetyl-2-benzothiazolone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetyl-2-benzothiazolone(51360-57-7)
• EPA Substance Registry System: 3-Acetyl-2-benzothiazolone(51360-57-7)

Safety Data

• Hazardous Substances Data: 51360-57-7(Hazardous Substances Data)

Usage

General Description

3-Acetyl-2-benzothiazolone is a chemical compound with the molecular formula C10H7NO2S. It is also known by its common name, 2-Acetylbenzothiazole. 3-Acetyl-2-benzothiazolone is a yellow to brown crystalline solid that is used as a flavoring agent and fragrance ingredient in various products, such as perfumes and cosmetics. It has a strong, sweet, earthy odor and is commonly used to impart a woody, ambergris-like fragrance to fragrances. Additionally, it is used in the synthesis of pharmaceuticals and other organic compounds due to its versatile chemical properties. The compound is considered to be a potentially hazardous substance and should be handled with caution.

Upstream product

• 934-34-9 2(3H)-Benzothiazolone 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 75-44-5 phosgene 
• 4490-97-5 2,2'-dithiobis-(N-phenylacetamide) 

Downstream Products

• 934-34-9 2(3H)-Benzothiazolone 
• 133044-44-7 6-acetyl-3H-1,3-benzothiazol-2-one 

Relevant articles and documents

Design and synthesis of 3-acyl-2(3H)-benzoxazolone and 3-acyl-2(3H)- benzothiazolone derivatives

A simpler and efficient "green" method using solid sodium hydroxide in a solvent mixture of acetone/water was found to catalyze N-acylation of 2(3H)-benzoxazolones and 2(3H)-benzothiazolones for facile and rapid synthesis of N-acyl derivatives in excellent yields. This method was applied to the synthesis of a series of 132 compounds employing a variety of acyl chlorides. Graphical abstract: [Figure not available: see fulltext.]

Application of the "fries like" rearrangement using ZnCL 2 for the synthesis of 6-acyl-2(3H)-benzothiazolones

In this work we report another method of acylation on the 6-position of the 2(3H)-benzothiazolone ring with Fries-like rearrangement catalyzed by zinc chloride instead of aluminium chloride and 3-acyl-2(3H)-benzothiazolones derivatives as starting materia

Synthesis and anticonvulsant activity of 2(3H)-benzoxazolone and 2(3H)- benzothiazolone derivatives

A series of 2(3H)-benzoxazolone and 2(3H)-benzothiazolone derivatives were synthesized and evaluated for anticonvulsant activity. The compounds were assayed, intraperitoneally in mice and per os in rats, against seizures induced by maximal electroshock (MES) and pentylene-tetrazole (scMet). Neurologic deficity was evaluated by the rotarod test. The compounds were prepared to determine the relationship between the 2(3H)-benzoxazolone and 2(3H)-benzothiazolone derivatives' structures and anticonvulsant activity. Several of these compounds showed significant anticonvulsant activity. Compounds 43 and 45 were the most active of the series against MES-induced seizures with ED50 values of 8.7 and 7.6 mg/kg, respectively. Compound 45 displayed good protection against MES-induced seizures and low toxicity in rats with an oral ED50 of 18.6 mg/kg and a protective index (PI = TD50/ED50) of 1 receptors with nanomolar affinities.