133044-33-4

Usage

Derivative of 2(3H)-Benzothiazolone

A heterocyclic organic compound

4-chlorobenzoyl group attachment

At position 6 of the benzothiazolone ring

Usage

Synthesis of pharmaceuticals and agrochemicals, research and development

Potential properties

Biological activities and various pharmaceutical properties

Value in drug discovery

Valuable tool for creating molecules with specific properties and functions

Role in organic synthesis

Building block for creating more complex molecules

Upstream product

• 934-34-9 2(3H)-Benzothiazolone 
• 790-41-0 4-chlorobenzoic anhydride 
• 74-11-3 para-chlorobenzoic acid 
• 122-01-0 4-chloro-benzoyl chloride 

Downstream Products

• 913969-71-8 4-{2-[6-(4-chlorobenzoyl)-2(3H)-benzothiazolon-3-yl]ethoxy}benzaldehyde 
• 353281-43-3 dimethyl 4-{2-[6-(4-chlorobenzoyl)-2(3H)-benzothiazolon-3-yl]ethoxy}benzylidenemalonate 
• 353281-94-4 dimethyl 2-{4-[2-(6-(4-chlorobenzoyl)-2-oxo-1,3-benzothiazol-3(2H)-yl)ethoxy]-benzyl}malonate 
• 133044-63-0 6-[1-hydroxy-1-(4-chlorophenyl)methyl]benzothiazolinone 

Relevant academic research and scientific papers

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

'Fries like' rearrangement: A novel and efficient method for the synthesis of 6-acyl-2(3H)-benzoxazolones and 6-acyl-2(3H)-benzothiazolones

6-Acyl-2(3H)-benzoxazolone and 6-acyl-2(3H)-benzothiazolone derivatives have particularly interesting anti-inflammatory, antiepileptic, analgesic and antiviral properties. In this study, we report an original method of acylation on the 6-position of 2(3H)-banzoxazolone and 2(3H)benzothiazolone which consists in a two-step procedure involving migration of the acyl group from the N-position to the 6-position of the hetexocycle, at 165 °C and catalyzed by AlCl3. This new procedure was found to be more efficient with regard to the consumption of AICI3 and the yield (76-90%) than other acylation methods previously described.

Benzothiazolinone compounds

Compounds of general formula (I): STR1 in which: R1 represents a hydrogen atom or a lower alkyl group, R2 represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstitute