4299-07-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Butyl-1,2-benzisothiazolin-3-one is used as a pharmaceutical intermediate for the development of various medicinal compounds. Its unique chemical structure allows it to be a key component in the synthesis of drugs targeting a wide range of health conditions.
As a compound with potential applications in the pharmaceutical industry, 2-Butyl-1,2-benzisothiazolin-3-one plays a crucial role in the development of new drugs and therapies, contributing to advancements in medical research and healthcare.

Upstream product

• 349403-39-0 N-butyl 2-bromobenzamide 
• 147-93-3 Thiosalicylic acid 
• 1442-03-1 2-methylsulfanyl-benzoyl chloride 
• 3724-10-5 2-(methylthio)benzoic acid 
• 109-69-3 n-Butyl chloride 
• 2634-33-5 1,2-benzisothiazolin-3-one 
• 109-65-9 1-bromo-butane 
• 58249-25-5 sale sodico del 1,2-benzisotiazolin-3-one 
• 5651-35-4 2-phenylbenzo[d]-1,3-oxathiin-4-one 
• 1236311-86-6 2-ethylbenzo[d]-1,3-oxathiin-4-one 1-oxide 
• 109-73-9 N-butylamine 
• 38057-98-6 2-ethylbenzo[d]-1,3-oxathiin-4-one 
• 333-20-0 potassium thioacyanate 
• 3950-02-5 2-chlorosulfenylbenzoyl chloride 

Relevant academic research and scientific papers

Facile synthesis and in vitro activity of n-substituted 1,2-benzisothiazol-3(2H)-ones against dengue virus NS2BNS3 protease

Several new N-substituted 1,2-benzisothiazol-3(2H)-ones (BITs) were synthesised through a facile synthetic route for testing their anti-dengue protease inhibition. Contrary to the conventional multistep synthesis, we achieved structurally diverse BITs with excellent yields using a two-step, one-pot reaction strategy. All the synthesised compounds were prescreened for drug-like properties using the online Swiss Absorption, Distribution, Metabolism and Elimination (SwissADME) model, indicating their favourable pharmaceutical properties. Thus, the synthesised BITs were tested for inhibitory activity against the recombinant dengue virus serotype-2 (DENV-2) NS2BNS3 protease. Dose–response experiments and computational docking analyses revealed that several BITs bind to the protease in the vicinity of the catalytic triad with IC50 values in the micromolar range. The DENV2 infection assay showed that two BITs, 2-(2-chlorophenyl)benzo[d]isothiazol-3(2H)-one and 2-(2,6-dichlorophenyl)benzo[d]isothiazol-3(2H)-one, could suppress DENV replication and virus infectivity. These results indicate the potential of BITs for developing new anti-dengue therapeutics.

Synthesis method of N-alkane-1, 2-benzisothiazoline-3-ketone

The invention discloses a synthetic method of N-alkane-1,2-benzisothiazoline-3-ketone, which comprises the following steps: (1) under the protection of nitrogen, mixing and stirring phenyl sulfur chloride and a solvent; (2) dropwise adding alkyl carbamyl chloride; (3) slowly heating until hydrogen chloride is released and the system becomes turbid from clear and then becomes clear again; (4) mixing and stirring a catalyst and the solvent, keeping the temperature, and dropwise adding the mixture; (5) after dropwise adding, heating the system to 90 DEG C, keeping the temperature for 2 hours, and detecting that the BIT intermediate residue is less than 0.5% by HPLC; and (6) cooling to 30-40 DEG C, adding water while stirring, standing for layering, and carrying out reduced pressure distillation on the upper organic layer to obtain the N-alkane 1, 2-benzisothiazoline-3-ketone. The method has the advantages of cheap raw materials, low process difficulty, simple process flow, less wastewater amount, high yield, less solid waste, environmental friendliness and the like.

Method for synthesizing 2-butyl-1, 2-benzisothiazoline-3-ketone

The invention discloses a method for synthesizing 2-butyl-1, 2-benzisothiazoline-3-ketone. The method comprises the following steps: reacting n-butylamine with a chlorobenzene solution of triethylamine 25% o-methylthiobenzoyl chloride to obtain a mixed solution of N-butyl o-methylthiobenzamide, and filtering the mixed solution of N-butyl o-methylthiobenzamide, and obtaining chlorobenzene solutionand solids of N-butyl o-methylthiobenzamide, reacting the solid with liquid caustic soda to obtain triethylamine, reacting the chlorobenzene solution of N-butyl o-methylthiobenzamide with water, and carrying out reduced pressure distillation to separate chlorobenzene. The method has the advantages of simple process steps, low cost, high yield, recyclability and the like.

Novel synthesis method of N-substituted benzisothiazoline-3-ketone derivative

The invention discloses a novel synthesis method of an N-substituted benzisothiazoline-3-ketone derivative. The preparation method comprises the following steps: by taking a dithiosalicylic acid derivative and sulfur as raw materials, introducing chlorine or bromine to obtain a halogenated thiobenzoyl halide derivative, then preferably dropwise adding a mixed solution of primary amine and tertiaryamine, and carrying out reaction and ring closing to obtain the N-substituted benzisothiazole-3-ketone. The method disclosed by the invention is simple in process, safe and controllable, and easy forindustrial large-scale production.

Synthetic method 1-2 - benzisothiazol -3 -one compound (by machine translation)

The invention discloses a synthetic method of 1-2 - benzisothiazol -3 -one compound, and belongs to the field of chemical synthesis. 2 - 1-benzisothiazol 2 -one compounds are synthesized through acid chlorination, amidation and cyclization reaction by using the sulfenyl-substituted benzoic acid extracted from BIT process -3 - waste water as a starting raw material. The method disclosed by the invention has the advantages of mild reaction conditions, simple and convenient operation, strong practicability, less waste water, high product purity and the like, and is suitable for large-scale industrial production. The technical scheme provided by the invention is resource utilization and preparation 1 of wastewater extract produced in BIT production, and a feasible method is provided for the 2 -benzisothiazol -3 -one compound. (by machine translation)

Pipeline type continuous production method of 3-isothiazolinone compound

The invention discloses a pipeline type continuous production method of a 3-isothiazolinone compound, which comprises the following steps: carrying out mixed reaction on a thioamide compound, a catalyst, a solvent and chlorine through a pipeline reactor system, and carrying out after-treatment after the reaction is completed to obtain the 3-isothiazolinone compound. According to the method, the defects of large occupied area, small productivity, low efficiency, high energy consumption and small safety coefficient caused by existing batch production of the 3-isothiazolinone compound are overcome; the invention provides a mode for continuously producing the 3-isothiazolinone compound, so that the reaction process is easy to control, energy consumption is reduced, the production efficiency and the safety coefficient of the production process are improved, and the process is an efficient and energy-saving safe production process.

Domino Reactions Initiated by Copper-Catalyzed Aryl-I Bond Thiolation For the Switchable Synthesis of 2,3-Dihydrobenzothiazinones and Benzoisothiazolones

The three-component reactions of o-iodobenzamides, elemental sulfur and dichloromethane (DCM) providing 2,3-dihydro-4H-benzo[e][1,3]thiazin-4-ones (2,3-dihydrobenzothiazinones) are accomplished via copper-catalyzed aryl C?I thiolation and subsequent N-, S-hetero ring formation. In addition, the in situ aryl C?I bond thiolation is also employed for the switchable synthesis of benzo[d]isothiazol-3(2H)-ones (benzoisothiazolones) by subjecting o-iodobenzamides, elemental sulfur to the copper-catalyzed condition with microwave irradiation. (Figure presented.).

Novel synthesis method of 2-butyl-1,2-benzothiazol-3-one

The invention relates to the technical field of fine chemical engineering, and discloses a novel synthesis method of 2-butyl-1,2-benzothiazol-3-one. The method comprises the following specific steps:allowing N-butyl-2-methyl(thiobenzamide) to react with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) in the presence of N,N-dimethyl-formamide for six hours at 60 DEGC, so as to obtain 2-butyl-1,2-benzothiazol-3-one. Compared with the prior art, the method has the advantages that no metal ions or chlorine-containing toxic reagents are introduced, and the yield ishigh, the operation is simple, the influence on the environment is small, the potential industrial value is achieved, and the method is worthy of popularization and application.

Benzisothiazol-3-ones through a Metal-Free Intramolecular N–S Bond Formation

The highly efficient synthesis of benzoisothiazol-3-ones from thiobenzamides has been described with good functional group compatibility and excellent yields. This work represents the first example of selectfluor-promoted N–S bond formation processes. This method provides a facile approach to access various important bioactive benzoisothiazol-3-ones.

2-butyl-1,2-benzisothiazolin-3-one preparation method

The present invention discloses a 2-butyl-1,2-benzisothiazolin-3-one synthesis process, which comprises that (1) a starting raw material BIT reacts with an alkali to form a BIT salt; and (2) the BIT salt reacts with halogenated n-butane to obtain the target product 2-butyl-1,2-benzisothiazolin-3-one (BBIT). The present invention further discloses a separation and purification method of 2-butyl-1,2-benzisothiazolin-3-one, wherein an acid is added to a mixture containing BBIT to make the BBIT form the salt, and the obtained BBIT salt is alkalized so as to obtain the high purity BBIT. According to the present invention, the synthesis method has advantages of easily available raw materials, mild reaction condition, high yield, low cost, low environmental pollution and convenient industrial production; and with the separation and purification method, the high purity target product can be obtained, and the method can be widely used for industrial production.