[1,3]Dioxolo[4,5-f][2,1]benzoxazole

Base Information

• Chemical Name: [1,3]Dioxolo[4,5-f][2,1]benzoxazole
• CAS No.: 267-54-9
• Molecular Formula: C8H5 N O3
• Molecular Weight: 163.133
• Hs Code.: 2934999090
• NSC Number: 129606
• DSSTox Substance ID: DTXSID50299361
• Nikkaji Number: J795.560J
• Wikidata: Q82041720
• Mol file: 267-54-9.mol

Synonyms:267-54-9;[1,3]Dioxolo[4',5':4,5]benzo[1,2-c]isoxazole;[1,3]dioxolo[4,5-f][2,1]benzoxazole;NSC129606;[1,3]Dioxolo[4,5-f]-2,1-benzisoxazole(8CI,9CI);DTXSID50299361;NSC-129606

Chemical Property of [1,3]Dioxolo[4,5-f][2,1]benzoxazole

Chemical Property:

• Vapor Pressure: 0.00204mmHg at 25°C
• Refractive Index: 1.655
• Boiling Point: 300.1°Cat760mmHg
• Flash Point: 135.3°C
• PSA: 44.49000
• Density: 1.473g/cm³
• LogP: 1.55650
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 163.026943022
• Heavy Atom Count: 12
• Complexity: 187

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=CC3=CON=C3C=C2O1

Technology Process of [1,3]Dioxolo[4,5-f][2,1]benzoxazole

There total 5 articles about [1,3]Dioxolo[4,5-f][2,1]benzoxazole 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: 97.0%

[1-(6-Nitro-benzo[1,3]dioxol-5-yl)-meth-(E)-ylidene]-phenyl-amine (138306-34-0) → 3-methyl[1,3]dioxolo[4’,5’:4,5]benzisoxazoleb (267-54-9)

Guidance literature:

With 2-bromo-2-nitropropane; indium; In methanol; water; at 50 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)00098-8

Reference yield: 93.0%

6-nitro-1,3-benzodioxole-5-carbaldehyde (712-97-0) → 3-methyl[1,3]dioxolo[4’,5’:4,5]benzisoxazoleb (267-54-9)

Guidance literature:

With hydrogen; In toluene; at 30 ℃; for 1.5h; under 6750.68 Torr; chemoselective reaction; Autoclave;

DOI:10.1021/acscatal.7b01841

Reference yield: 76.0%

N-[(E)-(6-nitro-1,3-benzodioxol-5-yl)methylene]aniline (1080661-03-5) → 3-methyl[1,3]dioxolo[4’,5’:4,5]benzisoxazoleb (267-54-9)

Guidance literature:

With indium; iodine; In methanol; at 50 ℃; for 6h;

DOI:10.1039/b707240f

upstream raw materials:

6-nitro-1,3-benzodioxole-5-carbaldehyde

[1-(6-Nitro-benzo[1,3]dioxol-5-yl)-meth-(E)-ylidene]-phenyl-amine

N-[(E)-(6-nitro-1,3-benzodioxol-5-yl)methylene]aniline

Refernces

• 1、 Huang, Yan-Xia,Huang, Zhuo-Jun,Jiang, Chun-Yong,Liang, Jing-Yi,Liang, Qiu-Ping,Shu, Bing,Xie, Hui,Zeng, Jun-Yi,Zhang, Shang-Shi,Zhou, Binhua. "Access to acridones by tandem copper(i)-catalyzed electrophilic amination/Ag(i)-mediated oxidative annulation of anthranils with arylboronic acids". supporting information. p. 8487 - 8491. Retrieved 2021/10/20.
• 2、 Biswas, Aniruddha,Bera, Satabdi,Poddar, Puja,Dhara, Dibakar,Samanta, Rajarshi. "Rh(iii)-Catalyzed tandem indole C4-arylamination/annulation with anthranils: Access to indoloquinolines and their application in photophysical studies". supporting information. p. 1440 - 1443. Retrieved 2020/02/11.