5-Fluorobenzo[d]oxazol-2(3H)-one

Base Information

• Chemical Name: 5-Fluorobenzo[d]oxazol-2(3H)-one
• CAS No.: 13451-79-1
• Molecular Formula: C7H4FNO2
• Molecular Weight: 153.113
• Hs Code.: 2934999090
• European Community (EC) Number: 625-181-9
• NSC Number: 146763
• DSSTox Substance ID: DTXSID50301852
• Nikkaji Number: J3.276.528I
• Wikidata: Q82046174
• ChEMBL ID: CHEMBL101266
• Mol file: 13451-79-1.mol

Synonyms:13451-79-1;5-Fluorobenzo[d]oxazol-2(3H)-one;5-Fluoro-1,3-benzoxazol-2(3H)-one;5-Fluoro-2(3H)-benzoxazolone;5-fluoro-3H-1,3-benzoxazol-2-one;CHEMBL101266;5-fluoro-2,3-dihydro-1,3-benzoxazol-2-one;MFCD08059539;5-Fluoro-3H-benzooxazol-2-one;2(3H)-Benzoxazolone,5-fluoro-;NSC146763;5-fluoro-benzoxazol-2-one;5-Fluorobenzoxazolin-2-one;SCHEMBL244162;5-Fluoro-3H-benzoxazol-2-one;5-Fluorobenzoxazol-2(3H)-one;DTXSID50301852;5-Fluoro-2-hydroxybenzo[d]oxazole;BDBM50290804;AKOS011655126;5-Fluoro-2(3H)-benzoxazolone, 96%;CCG-339791;DS-9112;NSC 146763;NSC-146763;5-Fluoro-2,3-dihydrobenzoxazole-2-one;BP-13411;SY101449;CS-0038220;EN300-183285;A806789;J-006548;Z979487984

Chemical Property of 5-Fluorobenzo[d]oxazol-2(3H)-one

Chemical Property:

• Melting Point: 173-177 °C
• Refractive Index: 1.558
• PKA: 8.29±0.70(Predicted)
• PSA: 46.00000
• Density: 1.44g/cm³
• LogP: 1.26020
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 153.02260653
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

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

5-Fluoro-1,3-benzoxazol-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)NC(=O)O2

Technology Process of 5-Fluorobenzo[d]oxazol-2(3H)-one

There total 11 articles about 5-Fluorobenzo[d]oxazol-2(3H)-one 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: 90.0%

2-amino-4-fluorophenol (399-97-3) + 1,1'-carbonyldiimidazole (530-62-1) → 5-Fluoro-3H-benzooxazol-2-one (13451-79-1)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.06.039

Reference yield: 90.0%

→ 5-Fluoro-3H-benzooxazol-2-one (13451-79-1)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;

Reference yield: 81.0%

C14H12FNO5S → 5-Fluoro-3H-benzooxazol-2-one (13451-79-1)

Guidance literature:

With meso-tetraphenylporphyrin iron(III) chloride; potassium carbonate; In 1,2-dichloro-ethane; at 25 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1021/acscatal.8b02939

upstream raw materials:

2-amino-4-fluorophenol

urea

trichloromethyl chloroformate

1,1'-carbonyldiimidazole

Downstream raw materials:

2-{[2-chloro-4-(ethylsulfonyl)phenyl]amino}-4-fluorophenol

C₁₄H₁₀FNO₂

5-fluoro-3-(3-methoxybenzyl)benzo[d]oxazol-2(3H)-one

(R)-tert-butyl 8-(1-(6-(N-(2,4-dimethoxybenzyl)-N-(5-fluoropyridin-2-yl)sulfamoyl)-5-fluoro-2-oxobenzo[d]oxazol-3(2H)-yl)ethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Refernces

• 1、 Rajendar,Kant, Ruchir,Narender. "Molecular iodine-mediated domino reaction for the synthesis of benzamides, 2,2-Diazidobenzofuran-3(2H)-ones and benzoxazolones". . p. 3591 - 3596. Retrieved 2013.
• 2、 Prasanthi,Begum, Samiyara,Srivastava, Hemant Kumar,Tiwari, Sandip Kumar,Singh, Ritesh. "Iron-Catalyzed Arene C-H Amidation Using Functionalized Hydroxyl Amines at Room Temperature". . p. 8369 - 8375. Retrieved 2018.
• 3、 -. "Benzo five-membered heterocyclic IDO1 (indoleamine 2,3-dioxygenase 1) inhibitor, preparation method thereof and application". Paragraph 0071; 0072; 0073; 0074; 0147; 0148; 0149; 0150. . Retrieved 2017/07/22.