1,2-Benzisoxazol-3-amine

Base Information

• Chemical Name: 1,2-Benzisoxazol-3-amine
• CAS No.: 36216-80-5
• Molecular Formula: C7H6 N2 O
• Molecular Weight: 134.137
• Hs Code.: 29349990
• European Community (EC) Number: 800-075-7
• DSSTox Substance ID: DTXSID30381536
• Nikkaji Number: J260.023D
• Wikidata: Q27461126
• Mol file: 36216-80-5.mol

Synonyms:1,2-Benzisoxazol-3-amine;36216-80-5;Benzo[d]isoxazol-3-amine;1,2-benzoxazol-3-amine;3-Amino-1,2-benzisoxazole;Benzo[d]isoxazol-3-ylamine;1,2-Benzoisoxazol-3-amine;MFCD03407353;aminobenzisoxazole;amino-benzoisoxazole;3-Aminobenzisoxazole;iminobenzisoxazolidine;benzo[d]isoxazol-3-yl-amine;SCHEMBL52685;DTXSID30381536;NLMVYUBGWZWUGB-UHFFFAOYSA-N;HMS1655N17;STK506282;AKOS000265417;1,2-benzisoxazol-3-amine, AldrichCPR;CS-W009278;PS-4422;SDCCGMLS-0066163.P001;SY034280;AM20061115;BB 0218926;FT-0601085;EN300-25885;AB00677691-01;A823167;J-519726;Q27461126;F1935-0009;Z218760918

Chemical Property of 1,2-Benzisoxazol-3-amine

Chemical Property:

• Vapor Pressure: 0.000559mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: 1.685
• Boiling Point: 311.6°C at 760 mmHg
• PKA: 2.04±0.30(Predicted)
• Flash Point: 142.2°C
• PSA: 52.05000
• Density: 1.317g/cm³
• LogP: 1.99120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2-Benzisoxazol-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-36-25
• Safety Statements: 26-36/37/39-37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NO2)N
• Uses: 1,2-Benzisoxazol-3-amine is a useful reagent for the preparation of benzisoxazole sulfonamides useful in treatment of diseases

Technology Process of 1,2-Benzisoxazol-3-amine

There total 2 articles about 1,2-Benzisoxazol-3-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C42H24F34N2O3 → 3-amino-1,2-benzisoxazole (36216-80-5) + bis(4-(3-(perfluorooctyl)propoxy)phenyl)methanone

Guidance literature:

With hydrogenchloride; trifluoroacetic acid; In water; at 95 ℃; for 0.133333h; Microwave irradiation;

DOI:10.1039/c3gc36966h

Reference yield:

2-fluorobenzonitrile (394-47-8) + bis(4-(3-(perfluorooctyl)propoxy)phenyl)methanone oxime → 3-amino-1,2-benzisoxazole (36216-80-5) + bis(4-(3-(perfluorooctyl)propoxy)phenyl)methanone

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / tetrahydrofuran / 0.67 h / 95 °C / Microwave irradiation

2: trifluoroacetic acid; hydrogenchloride / water / 0.13 h / 95 °C / Microwave irradiation

With hydrogenchloride; potassium tert-butylate; trifluoroacetic acid; In tetrahydrofuran; water;

DOI:10.1039/c3gc36966h

Reference yield: 100.0%

3-amino-1,2-benzisoxazole (36216-80-5) + phenyl chloroformate (1885-14-9) → phenyl N-(1,2-benzoxazol-3-yl)carbamate (1093211-84-7)

Guidance literature:

In acetonitrile; at 70 ℃; for 23h;

upstream raw materials:

2-fluorobenzonitrile

Downstream raw materials:

N-benzo[d]isoxazol-3-yl-benzamide

4-benzo[d]isoxazol-3-ylazo-N,N-dimethyl-aniline

hydroxybenzamidine

C₁₄H₁₁N₃O₂

Refernces