73101-65-2

Basic information

• Product Name: BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE
• Synonyms: BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE;1,2-BENZISOXAZOLE-3-METHANESULFONYL CHLORIDE;Benzo[d]isoxazol-3-yl-methanesulfonyl Chloride, technical grade;1,2-Benzisoxazole-3-methanesulfonic acid chloride;ZonisaMide Chloride;1,2-Benzoxazol-3-ylmethanesulfonyl chloride
• CAS NO: 73101-65-2
• Molecular Formula: C₈H₆ClNO₃S
• Molecular Weight: 231.66
• Product Categories: Aromatics;Sulfonyl Chlorides;Sulfur & Selenium Compounds
• Mol File: 73101-65-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 395.7 °C at 760 mmHg
• Flash Point: 193.1 °C
• Appearance: tan sticky solid
• Density: 1.562 g/cm³
• Vapor Pressure: 4.12E-06mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Acetone (Slightly), Chloroform (Slightly)
• Stability: Hygroscopic, Moisture Sensitive
• CAS DataBase Reference: BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE(73101-65-2)
• EPA Substance Registry System: BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE(73101-65-2)

Safety Data

• Hazardous Substances Data: 73101-65-2(Hazardous Substances Data)

Usage

Description

BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE is an organic compound characterized by its chemical structure that features a benzo[d]isoxazole ring attached to a methanesulfonyl group, which is further connected to a chlorine atom. It is a tan, sticky solid with unique chemical properties that make it suitable for various applications in different industries.

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 articles and documents

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

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.