5-Bromobenzo[C]isoxazole

Base Information

• Chemical Name: 5-Bromobenzo[C]isoxazole
• CAS No.: 4682-91-1
• Molecular Formula: C₇H₄BrNO
• Molecular Weight: 198.019
• DSSTox Substance ID: DTXSID901312465
• Mol file: 4682-91-1.mol

Synonyms:5-BROMOBENZO[C]ISOXAZOLE;5-BROMO-2,1-BENZOXAZOLE;4682-91-1;5-Bromo-2,1-benzisoxazole;DTXSID901312465;MB19408;EN300-197356;F70760;Z1255367395

Chemical Property of 5-Bromobenzo[C]isoxazole

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.94763
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=NOC=C2C=C1Br

Technology Process of 5-Bromobenzo[C]isoxazole

There total 2 articles about 5-Bromobenzo[C]isoxazole 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: 45.0%

5-bromo-2-nitrobenzaldehyde (20357-20-4) → 5-bromobenzo[c]isoxazole (4682-91-1)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In water; acetone; at 20 ℃; Electrochemical reaction;

DOI:10.1039/c9cc06054e

Reference yield:

C7H6BrNO3 → 5-bromobenzo[c]isoxazole (4682-91-1)

Guidance literature:

With tin(II) chloride dihdyrate; In methanol; ethyl acetate; at 20 ℃; for 24h;

DOI:10.1039/d1ob00468a

Reference yield: 96.0%

8-methylquinoline (611-32-5) + 5-bromobenzo[c]isoxazole (4682-91-1) → 5-bromo-2-(quinolin-8-ylmethylamino)benzaldehyde

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; Trimethylacetic acid; In 1,2-dichloro-ethane; at 80 ℃; Schlenk technique;

DOI:10.1002/chem.201602556

upstream raw materials:

5-bromo-2-nitrobenzaldehyde

Downstream raw materials:

N-1'-Adamantyl-5-bromoanthranilium perchlorate

Refernces

• 1、 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.
• 2、 Wang, Cheng,Xu, Guangyang,Shao, Ying,Tang, Shengbiao,Sun, Jiangtao. "Gold-Catalyzed Intermolecular Formal [4 + 2 + 2]-Cycloaddition of Anthranils with Allenamides". supporting information. p. 5990 - 5994. Retrieved 2020/08/12.