5-Fluoro-2-methylbenzoxazole

Base Information

• Chemical Name: 5-Fluoro-2-methylbenzoxazole
• CAS No.: 701-16-6
• Molecular Formula: C8H6FNO
• Molecular Weight: 151.14
• Hs Code.: 2934999090
• European Community (EC) Number: 671-188-5
• DSSTox Substance ID: DTXSID40377682
• Nikkaji Number: J2.639.201B
• Wikidata: Q82166994
• Mol file: 701-16-6.mol

Synonyms:5-Fluoro-2-methylbenzoxazole;701-16-6;5-Fluoro-2-methylbenzo[d]oxazole;5-fluoro-2-methyl-1,3-benzoxazole;MFCD02093471;5-Fluoro-2-methyl-benzoxazole;SCHEMBL2061652;DTXSID40377682;GYRZYFSJULFMCS-UHFFFAOYSA-N;STK022238;AKOS006229800;DS-10300;SY018734;CS-0043986;F0420;EN300-387900;W17338;5-Fluoro-2-methyl-1,3-benzoxazole, AldrichCPR;A866679

Chemical Property of 5-Fluoro-2-methylbenzoxazole

Chemical Property:

• Vapor Pressure: 0.351mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 90°C 10mm
• Flash Point: 78.3°C
• PSA: 26.03000
• Density: 1.23
• LogP: 2.27530
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 151.043341977
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98% ^*data from raw suppliers

5-Fluoro-2-Methylbenzoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(O1)C=CC(=C2)F
• Uses: 5-Fluoro-2-Methylbenzoxazole is used as a reactant in the preparation of benzothiadiazine compounds as CD73 inhibitors.

Technology Process of 5-Fluoro-2-methylbenzoxazole

There total 7 articles about 5-Fluoro-2-methylbenzoxazole 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: 87.0%

2-amino-4-fluorophenol (399-97-3) + Triethyl orthoacetate (78-39-7) → 5-fluoro-2-methylbenzo[d]oxazole (701-16-6)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; at 20 ℃; for 0.5h;

Reference yield: 83.0%

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one (394-32-1) → 5-fluoro-2-methylbenzo[d]oxazole (701-16-6) + 5-fluoro-N-methylbenzo[d]oxazol-2-amine

Guidance literature:

With trifluorormethanesulfonic acid; trimethylsilylazide; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.joc.5b01305

Reference yield: 79.0%

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one oxime → 5-fluoro-2-methylbenzo[d]oxazole (701-16-6)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; magnesium sulfate; zinc(II) chloride; In toluene; at 110 ℃; for 8h;

DOI:10.1016/j.tetlet.2018.09.043

upstream raw materials:

2-amino-4-fluorophenol

Triethyl orthoacetate

acetic anhydride

2-nitro-4-fluorophenol

Downstream raw materials:

5-fluoro-2-methyl-6-nitrobenzo[d]oxazole

Refernces

• 1、 Li, Zhen,Fang, Chengtao,Zheng, Yannan,Qiu, Guanyinsheng,Li, Xiaofang,Zhou, Hongwei. "Multicatalytic Beckmann rearrangement of 2-hydroxylarylketone oxime: Switchable synthesis of benzo[d]oxazoles and N-(2-hydroxylaryl)amides". . p. 3934 - 3937. Retrieved 2018/10/02.
• 2、 Nimnual, Phongprapan,Tummatorn, Jumreang,Thongsornkleeb, Charnsak,Ruchirawat, Somsak. "Utility of Nitrogen Extrusion of Azido Complexes for the Synthesis of Nitriles, Benzoxazoles, and Benzisoxazoles". . p. 8657 - 8667. Retrieved 2015/09/15.