62266-81-3

Usage

Chemical Properties

White solid

InChI:InChI=1/C7H4ClNOS/c8-4-1-2-5-6(3-4)11-7(10)9-5/h1-3H,(H,9,10)

Upstream product

• 70292-67-0 2-ethoxy-6-chloro-benzothiazole 
• 3622-23-9 2,6-dichloro-1,3-benzothiazole 
• 22001-51-0 O-ethyl N-(4-chlorophenyl)thiocarbamate 
• 95-24-9 6-chloro-2-aminobenzothiazole 
• 463-58-1 carbon oxide sulfide 
• 31183-89-8 2-[(2-amino-5-chlorophenyl)dithio]-4-chlorophenylamine 

Downstream Products

• 63754-98-3 6-chloro-N-methyl-2(3H)-benzothiazolone 
• 64955-86-8 C₉H₆ClNO₃S 
• 30459-51-9 6-Chlor-3-ethylbenzothiazol-2-on 
• 63755-00-0 6-chloro-3-isopropyl-3H-benzothiazol-2-one 
• 63754-99-4 6-chloro-3-propyl-3H-benzothiazol-2-one 

Relevant academic research and scientific papers

Synthesis method of benzothiazolone compound

The invention discloses an economical and mild. The method adopts o-iodoaniline, elemental sulfur and DMF as raw materials, so that the yield of a target product of up to 3 hours can be obtained only 90%, and the synthesis strategy is compatible with a wide range of functional groups.

Efficient Synthesis of Benzothiazolone Derivatives by a Domino Reaction of Disulfide and COS under Mild Conditions

Carbonyl sulfide (COS), whose molecular structure is similar to CO2 and CS2, could be used as a better alternative carbonyl reagent due to its high chemical activity. However, the unfriendly by-product H2S would be generated when COS is used as a carbonyl reagent in the carbonylation reaction. In this report, the odorless and stable disulfide was used to replace the traditional foul smelling and unstable o-aminobenzenethiol to react with COS for preparing benzothiazolone derivatives in excellent yield, in which coupling reaction of H2S generation and S–S bond cleavage was firstly designed. Notably, the C=O of COS was converted into benzothiazolone derivatives by carbonylation reaction and the sulfur of COS was transformed into sulfur and sulfide after cleaving the S–S bond by a domino reaction of disulfide and COS under mild conditions. This efficient synthetic methodology provided a promising process for the utilization of COS.

Method for synthesizing benzothiazole-2-ketone derivative from carbonyl sulfide and disulfide as raw materials

The invention discloses a method for synthesizing a benzothiazole-2-ketone derivative from carbonyl sulfide and disulfide as raw materials. The method comprises the following steps: mixing disulfide,inorganic sulfide and an organic solvent, introducing sufficient COS to implement a reaction, and concentrating and purifying a reaction liquid, thereby obtaining the benzothiazole-2-ketone derivative. The inorganic sulfide used in the method is adopted as an activation catalyst and is low in price and easy to obtain; a catalysis system is relatively simple, and no other catalyst promoter is addedexcept reactants and inorganic sulfide; direct dehydration is implemented in the reaction process, no other dehydration agent is used, and thus the atom economy is improved; the catalysis system is good in applicability, is applicable to synthesis of fine chemicals with high additional values, and is very good in substrate applicability to each fine chemical with high additional values; reactionsare implemented at normal temperatures, normal pressure or low pressure, and thus danger coefficients can be reduced; the reaction time is short, and the efficiency can be improved.

Method for synthesizing benzothiazolone-based and 1,3-disubstituted urea-based derivatives through activation of CO2

The present invention relates to a method for synthesizing benzothiazolone-based and 1,3-disubstituted urea-based derivatives through activation of CO2. According to the present invention, an inexpensive and easily-available sulfur-containing metal salt compound is first used as an activation catalyst for CO2, and a reaction raw material and CO2 are converted into a corresponding target compound at a low reaction temperature under a low CO2 pressure; and the method has high atomic economy, can reduce the generation of by-products, meets the standards of environmental friendliness and environmentally friendly chemistry, and is the effective way capable of completely utilizing CO2 as the renewable resource, developing new energy and achieving the beneficial cycle of carbon in nature.

CuI-catalyzed one-pot synthesis of benzothiazolones from 2-iodoanilines-derived carbamates and sodium sulfide

A copper-catalyzed procedure was developed for assembling benzothiazolones from ethyl 2-iodophenylcarbamates and sodium sulfide. A number of functional groups, such as methoxy, acyl, amide, carboxylate, trifluoromethyl, fluoro, and chloro, were tolerated under these conditions, providing benzothiazolones in good yields.

NOVEL ALKYLAMINO DERIVATIVES

Compounds represented by the following formula, such as (R,S)-1-(1-adamantyl)-2-[4-(6-chloro-2-iminobenzothiazolin-3-ylmethyl)piperidin-1-yl]ethanol, or salts thereof: X-Q-C(R1)(R2)-Z wherein R1and R2each represents hydrogen, alkyl, etc. and Z represents either of groups (a) and (b), [wherein R3represents alkyl, etc.; p is an integer of 3 to 8; R4and R5each represents hydrogen, alkyl, etc.; and B represents formula (c) (wherein R6and R7each represents hydrogen, halogeno, etc. and D represents sulfur, oxygen, etc.)].

Process for the manufacture of 2-hydroxybenzothiazoles

A process for the manufacture of a 2-hydroxybenzothiazole compound which comprises treating a 2-aminobenzothiazole compound with an alkali metal hydroxide or alkaline earth metal hydroxide in a solvent or diluent stable to alkalis, in the absence of water or with substantial exclusion of water and cyclizing the alkali metal or alkaline earth metal salt of the ortho-mercapto-N-phenylurea compound so obtained, optionally without intermediate isolation, by treatment with an acid to give the 2-hydroxybenzothiazole compound. The process furnishes the final products with high yield and purity; waste water problems are excluded by this process.

Analgesic and antipyretic pharmaceutical compositions containing a benzothiazol-2(3H)-one

Analgesic and antipyretic pharmaceutical dosage unit compositions containing as an active ingredient a compound of the formula STR1 wherein R5 is methyl or methoxy, and R4, R6 and R7 are hydrogen; or R6 is fluorine or chlorine, and R4, R5 and R7 are hydrogen; or R7 is chlorine, and R4, R5 and R6 are hydrogen; or R5 and R6 are methoxy, and R4 and R7 are hydrogen; or R4 is methyl or chlorine, and R5, R6 and R7 are hydrogen; and methods of using said compounds as analgesics and antipyretics.