36216-80-5

Basic information

• Product Name: 3-Amino-1,2-benzisoxazole
• Synonyms: OTAVA-BB BB7119710108;AKOS BBS-00002920;1,2-BENZISOXAZOL-3-AMINE;IFLAB-BB F1935-0009;BENZO[D]ISOXAZOL-3-YLAMINE;3-Amino-1,2-benzisoxazole;3-Amino-1,2-benzisoxazole 97%;1,2-Benzisoxazol-3-amine ,97%
• CAS NO: 36216-80-5
• Molecular Formula: C₇H₆N₂O
• Molecular Weight: 134.14
• Product Categories: Amines;Fused Ring Systems
• Mol File: 36216-80-5.mol

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 311.6°C at 760 mmHg
• Flash Point: 142.2°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 0.000559mmHg at 25°C
• Refractive Index: 1.685
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.04±0.30(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3-Amino-1,2-benzisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-1,2-benzisoxazole(36216-80-5)
• EPA Substance Registry System: 3-Amino-1,2-benzisoxazole(36216-80-5)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-36-25
• Safety Statements: 26-36/37/39-37/39-45
• HazardClass: IRRITANT
• Hazardous Substances Data: 36216-80-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Amino-1,2-benzisoxazole is used as a reagent for the preparation of benzisoxazole sulfonamides, which are valuable compounds in the treatment of various diseases. These sulfonamides have demonstrated potential therapeutic properties, making them an important class of compounds in the development of new drugs.
Used in Chemical Synthesis:
Due to its unique chemical structure, 3-Amino-1,2-benzisoxazole can be employed as a building block in the synthesis of more complex organic molecules. Its reactivity and versatility make it a valuable intermediate in the development of novel compounds for various applications, including pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
3-Amino-1,2-benzisoxazole serves as an important research tool in the field of organic chemistry. It is used to study the properties and reactivity of isoxazole-containing compounds, as well as to explore new synthetic routes and methodologies. This knowledge can be applied to the development of new drugs, materials, and other useful compounds.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 26, p. 1293, 1989 DOI: 10.1002/jhet.5570260515

InChI:InChI=1/C7H6N2O/c8-7-5-3-1-2-4-6(5)10-9-7/h1-4H,(H2,8,9)

Upstream product

• 394-47-8 2-fluorobenzonitrile 

Downstream Products

• 52561-89-4 N-benzo[d]isoxazol-3-yl-benzamide 
• 73498-26-7 4-benzo[d]isoxazol-3-ylazo-N,N-dimethyl-aniline 
• 45744-18-1 hydroxybenzamidine 
• 865448-95-9 C₁₄H₁₁N₃O₂ 
• 865449-00-9 C₂₁H₁₄N₂O₃ 
• 82361-00-0 2,6-dichloro-N-(3-benzisoxazolyl)benzamide 
• 81465-86-3 1-(2,6-dichlorobenzoyl)-3-(3-benzisoxazolyl)urea 
• 501921-79-5 C₂₄H₁₆ClN₃O₃ 
• 1093211-84-7 phenyl N-(1,2-benzoxazol-3-yl)carbamate 
• 1196090-71-7 (R)-1-(benzo[d]isoxazol-3-ylcarbamoylmethyl)-3-(1-phenyl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane chloride 
• 1262725-21-2 C₂₃H₁₇N₃O₄ 
• 1262725-22-3 C₂₂H₁₄N₄O₂ 
• 1262725-34-7 C₂₄H₁₉N₃O₅ 
• 1262725-23-4 C₂₂H₁₄F₃N₃O₂ 

Relevant articles and documents

Application of a recyclable fluorous oxime in the convenient synthesis of 3-amino-1,2-benzisoxazoles and 4-amino-1H-2,3-benzoxazines

A microwave-assisted, fluorous synthetic route to 3-amino-1,2- benzisoxazoles and 4-amino-1H-2,3-benzoxazines has been developed. The strategy comprises linking the respective 2-fluorobenzonitrile or 2-(bromomethyl) benzonitrile to a fluorous oxime tag to give an aryloxime intermediate which then undergoes cyclization with concomitant cleavage of the substrate-tag in acidic conditions to provide the desired product in good to moderate yields. In addition, the aryloxime intermediate could be subjected to further reactions to expand the compound library. The product could be easily separated using fluorous solid-phase extraction (F-SPE) and the fluorous ketone recovered could be converted back to the fluorous oxime and reused in the next run of the synthesis.