73101-65-2

Usage

Uses

Used in Pharmaceutical Industry:
BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the synthesis of drugs targeting specific biological pathways.
Used in Chemical Synthesis:
In the field of chemical synthesis, BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE serves as a valuable reagent for the preparation of a wide range of organic compounds. Its reactive chlorine atom facilitates various chemical reactions, making it a versatile building block for creating complex molecules.
Used in Research and Development:
BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE is also utilized in research and development laboratories for studying its chemical properties and potential applications. Its unique structure and reactivity make it an interesting subject for scientific investigations, which could lead to the discovery of new compounds and applications.
Used in Industrial Chemical Production:
BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE is employed as a key component in the production of various industrial chemicals. Its presence in the composition of these chemicals contributes to their specific properties and applications, such as in the manufacturing of dyes, pigments, and other specialty chemicals.

InChI:InChI=1/C8H6ClNO3S/c9-14(11,12)5-7-6-3-1-2-4-8(6)13-10-7/h1-4H,5H2

Upstream product

• 73101-64-1 1,2-benzisoxazole-3-methanesulfonic acid sodium salt 
• 81534-20-5 1,2-benzisoxazole-3-methanesulfonic acid ammonium salt 
• 10025-87-3 trichlorophosphate 

Downstream Products

• 68936-32-3 1-(benzo[d]isoxazol-3-yl-methanesulfonyl)-4-phenyl-piperazine 
• 68936-33-4 1-(benzo[d]isoxazol-3-yl-methanesulfonyl)-4-benzyl-piperazine 
• 68936-25-4 C-benzo[d]isoxazol-3-yl-N-(2-hydroxy-ethyl)-methanesulfonamide 
• 68291-97-4 1,2-benzisoxazole-3-methanesulfonamide 
• 68357-44-8 1-(1,2-benzoxazol-3-yl)-N-hydroxymethanesulfonamide 
• 68936-28-7 2-[(benzo[d]isoxazol-3-yl-methanesulfonyl)-amino]-benzoic acid methyl ester 
• 68292-02-4 C-benzo[d]isoxazol-3-yl-N-methyl-methanesulfonamide 
• 68936-43-6 N-acetyl Zonisamide 
• 81534-20-5 1,2-benzisoxazole-3-methanesulfonic acid ammonium salt 

Relevant academic research and scientific papers

Green and environment-friendly zonisamide synthesis method

The invention discloses a green and environment-friendly zonisamide synthesis method which includes the steps: adding 1, 2-sulfamethoxazole-3-sodium methanesulfonate or 1, 2-sulfamethoxazole-3-ammonium methanesulfonate into methylbenzene, heating, reflowing and reducing temperature to 10-35 degrees, adding triphosgene and catalysts, heating, stirring and reacting mixture; pumping in a vacuum manner to remove redundant unreacted triphosgene, leading anhydrous ammonia until pH (potential of hydrogen) to be 9-10; centrifuging out solids, leaching the solids by the aid of methylbenzene, adding water to stir mixture, centrifuging and drying the solids, and performing recrystallization for the dried solids by the aid of methyl alcohol to obtain zonisamide crystal. The zonisamide synthesis method is safe, reliable, green, environmentally friendly, high in yield, low in cost, simple in post-processing and suitable for mass industrial production, and raw materials are easily obtained.

1,2-BENZISOXAZOLE-3-METHANE-SULFONIC ACID AMMONIUM SALT

The present invention provides substantially isolated ammonium salt of 1,2- benzisoxazole-3-methane sulfonic acid (BOS-NH4), which can be crystalline. The present invention also provides substantially chemically pure BOS-NH4, which is non- hygroscopic or slightly hygroscopic. Another aspect of the present invention is directed to processes of preparing the BOS-NH4. The present invention also provides processes for preparing l,2-benzisoxazole-3-methane-sulfonyl chloride (BOS-Cl) using the BOS-NH4. The present invention also provides processes for preparing zonisamide using the BOS-NH4 or BOS-Cl.

Process for the preparation of zonisamide and the intermediates thereof

The present invention provides a novel and improved process for the preparation of Zonisamide and the intermediates thereof. In one aspect of the present invention, the process provides for: the preparation and isolation of a novel crystalline form of anhydrous 1,2-benzisoxazole-3-methanesulfonic acid of formula 1; the direct chlorination of the acid of formula 1 into its acid chloride of formula 2; and the in situ conversion of the intermediate acid chloride of formula 2 into Zonisamide.

PURE 1,2-BENZISOXAZOLE-3-METHANE-SULFONIC ACID SODIUM SALT AND PURIFICATION PROCESS

The present invention provides chemically pure sodium salt of 1,2-benzisoxazofe-3-methane-sulfonic acid, the sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid of high assay, or chemically pure sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid of high assay, and processes for preparing the same via purification. The present invention also provides monohydrate form of the chemically pure sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid, the sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid of high assay, or chemically pure sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid of high assay. Furthermore, the present invention provides anhydrous form of the chemically pure sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid, the sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid of high assay, or chemically pure sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid of high assay. One of the embodiments of the present invention is directed to a process for preparing zonisamide using the chemically pure sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid, the sodium salt of 1,2-benzisoxazole-3- methane-sulfonic acid of high assay, or chemically pure sodium salt of 1,2-benzisoxazole-3-methane-sulfonic acid of high assay.

Process for the preparation of zonisamide

The present invention provides an improved process for the preparation of zonisamide or a derivative thereof comprising (a) reacting 1,2-benzisoxazole-3-methane-sulfonic acid with a halogenating agent in a first organic solvent to provide benzisoxazole methane sulfonyl halide; and, (b) reacting benzisoxazole methane sulfonyl halide with an amine in a second organic solvent to form zonisamide or a derivative thereof.

A PROCESS FOR THE MANUFACTURE OF ZONISAMIDE

The present invention describes an improved process for the preparation of 1,2Benzisoxazole-3-methanesulphonamide (Zonisamide), a well known anti-epileptic agent which possesses anti-convulsant and anti-neurotoxic effects. Other aspect of this invention are isolation of a key intermediate, viz., crystalline sodium chloride associated 1,2Benzisoxazole-3-methane sodium sulfonate (BOS-Na:NaCl). The isolated crude BOSNa:NaCl is directly converted to Zonisamide using controlled molar ratio of chlorosulfonic acid to avoid the disulfonated side products. The analytical characteristics like IR and XRD data of the BOS-Na:NaCl are also reported to confirm its nature.

Method for preparing benzisoxazole methane sulfonyl chloride and its amidation to form zonisamide

The present invention relates to a process of preparing benzisoxazole methane sulfonic acid-chloride (BOS-Cl) as an zonisamide intermediate via chlorination of benzisoxazole methane sulfonate. The present invention also disloses a process of preparing zonisamide via amidation of BOS-Cl. More particularly, the present invention provides a process of preparing zonisamide, comprising the steps of: a) chlorinating BOS, salts or esters thereof, with SOCl2 in an organic solvent and/or in the presence of a catalyst to form BOS-Cl; and b) amidating BOS-Cl in the presence of ammonia selected from the group consisting of aqueous ammonia in a biphasic system, masked ammonia and dry ammonia to form zonisamide.