72680-01-4

Basic information

• Product Name: 6-Ethoxy-2(3H)-benzothiazolone
• Synonyms: 6-ethoxy-2(3h)-benzothiazolone;2(3H)-Benzothiazolone,6-ethoxy-(9CI);6-ethoxy-3H-1,3-benzothiazol-2-one;6-Ethoxybenzo[d]thiazol-2(3H)-one
• CAS NO: 72680-01-4
• Molecular Formula: C9H9NO2S
• Molecular Weight: 195.24
• Product Categories: BENZOTHIAZOLE
• Mol File: 72680-01-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.292g/cm³
• Refractive Index: 1.606
• CAS DataBase Reference: 6-Ethoxy-2(3H)-benzothiazolone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Ethoxy-2(3H)-benzothiazolone(72680-01-4)
• EPA Substance Registry System: 6-Ethoxy-2(3H)-benzothiazolone(72680-01-4)

Safety Data

• Hazardous Substances Data: 72680-01-4(Hazardous Substances Data)

Usage

General Description

6-Ethoxy-2(3H)-benzothiazolone, also known as ethyl 2-mercaptobenzothiazole, is a chemical compound with the molecular formula C9H9NOS. It is a pale yellow solid that is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. 6-Ethoxy-2(3H)-benzothiazolone has been found to have antimicrobial and insecticidal properties, making it valuable in the production of pesticides. It is also used in the rubber industry as a vulcanization accelerator, to improve the bonding of rubber to other materials. Additionally, this compound has been studied for its potential application in the treatment of certain types of cancer and neurological disorders.

InChI:InChI=1/C9H9NO2S/c1-2-12-6-3-4-7-8(5-6)13-9(11)10-7/h3-5H,2H2,1H3,(H,10,11)

Upstream product

• 120-53-6 6-ethoxybenzo-1,3-thiazoline-2-thione 
• 452-35-7 6-ethoxybenzothiazole-2-sulfonamide 
• 34250-61-8 2-amino-5-ethoxybenzenethiol 
• 530-62-1 1,1'-carbonyldiimidazole 

Relevant articles and documents

Hydroxylamine as an oxygen nucleophile: Substitution of sulfonamide by a hydroxyl group in benzothiazole-2-sulfonamides

Benzothiazole-2-sulfonamides react with an excess of hydroxylamine in aqueous solutions to form 2-hydroxybenzothiazole, sulfur dioxide, and the corresponding amine. Mechanistic studies that employ a combination of structure-reactivity relationships, oxygen labeling experiments, and (in)direct detection of intermediates and products reveal that the reaction proceeds via oxygen attack, and that oxygen incorporated in the 2-hydroxybenzothiazole product derives from hydroxylamine. The reaction, which is performed under mild conditions, can be used as a deprotection method for cleavage of benzothiazole-2-sulfonyl-protected amino acids.

Suppressing pain with benzothiazol-2(3H)-ones

There are described pharmaceutical compositions containing as active substances benzothiazol-2(3H)-ones of the general formula STR1 wherein R represents a hydrogen atom or a methyl, methoxy, or ethoxy group. The pharmaceutical compositions serve as analgesics and antipyretics and possess little or no methemoglobin-forming activity.