2-Benzoxazolinone

Base Information

• Chemical Name: 2-Benzoxazolinone
• CAS No.: 59-49-4
• Deprecated CAS: 144220-92-8,5347-62-6,5347-62-6
• Molecular Formula: C7H5NO2
• Molecular Weight: 135.122
• Hs Code.: 29349990
• European Community (EC) Number: 200-430-0
• NSC Number: 3812
• UNII: 3X996Q809V
• DSSTox Substance ID: DTXSID9049324
• Nikkaji Number: J36.095C
• Wikidata: Q27258173
• Metabolomics Workbench ID: 71481
• ChEMBL ID: CHEMBL280323
• Mol file: 59-49-4.mol

Synonyms:2-benzoxazolinone;benzoxalinone;benzoxazolin-2(3H)-one;benzoxazolin-2-one;benzoxazolone;benzoxazolone zinc salt;benzoxazolone-2

Chemical Property of 2-Benzoxazolinone

Chemical Property:

• Appearance/Colour: light beige to brown-grey powder
• Vapor Pressure: 0.00069mmHg at 25°C
• Melting Point: 137-139 °C(lit.)
• Refractive Index: 1.586
• Boiling Point: 299 °C at 760 mmHg
• PKA: 9.50±0.70(Predicted)
• Flash Point: 134.6 °C
• PSA: 46.00000
• Density: 1.323 g/cm³
• LogP: 1.12110
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: soluble in hot water
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.032028402
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

98%, ^*data from raw suppliers

2-Benzoxazolinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-22-24/25-36/37/38
• Safety Statements: 36-24/25-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=O)O2
• Uses: 2-Benzoxazolinone is used in the study of the antioxidant activity of heterocyclic chalcones, screening of hydrazines as inhibitors of immune suppressive enzyme indoleamine dioxygenase 1, design and the development of the inhibitors of nitric oxide synthases.

Technology Process of 2-Benzoxazolinone

There total 217 articles about 2-Benzoxazolinone 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: 99.0%

salicylamide (65-45-2) → 2-Benzoxazolinone (59-49-4)

Guidance literature:

With [bis(acetoxy)iodo]benzene; ammonia; In methanol; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0040-1707103

Reference yield: 98.5%

2-amino-phenol (95-55-6) + urea (57-13-6) → 2-Benzoxazolinone (59-49-4)

Guidance literature:

at 120 ℃; for 0.8h; Temperature;

Reference yield: 98.0%

carbon monoxide (201230-82-2) + 2-amino-phenol (95-55-6) → 2-Benzoxazolinone (59-49-4)

Guidance literature:

With oxygen; potassium iodide; palladium(II) iodide; at 100 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1002/cssc.201500343

upstream raw materials:

1,4-dioxane

N-phenyl-N-methylcarbamoyl chloride

N,N-dimethyl-aniline

2-amino-phenol

Downstream raw materials:

N-ethyl benzoxazol-2-one

3-<2-Diaethylaminoaethyl>-2-benzoxazolin

2-ethylaminophenol

2-[2-oxo-benzo[d]oxazole-3(2H)-yl]acetic acid

Refernces

• 1、 Wang, Huqun,Zhang, Zhimin,Chang, Wenfu. "A novel one-step photocatalytic synthesis of benzo[d]oxazol-2(3H)-one with C-doped TiO2 nanoparticle". . p. 1156 - 1157. Retrieved 2008.
• 2、 Aliev,N.A. et al.. "-". . . Retrieved 1979.
• 3、 Botella,Klaebe,Perie,Monnier. "Aminolysis of cyclic carbamate analogs of carboxybiotin; metallic catalysis and modelling of carboxytransferase". . p. 5111 - 5122. Retrieved 1992.
• 4、 Yilmaz, Fatih,Mente?e, Emre,S?kmen, Bahar Bilgin. "Synthesis and biological evaluation of some 1,3-benzoxazol-2(3H)-one hybrid molecules as potential antioxidant and urease inhibitors". . p. 260 - 269. Retrieved 2020/10/21.
• 5、 Adiguzel, Ragip,Türkan, Fikret,Yildiko, ümit,Aras, Abdülmelik,Evren, Enes,Onkol, Tijen. "Synthesis and in silico studies of Novel Ru(II) complexes of Schiff base derivatives of 3-[(4-amino-5-thioxo-1,2,4-triazole-3-yl)methyl]-2(3H)-benzoxazolone compounds as potent Glutathione S-transferase and Cholinesterases Inhibitor". . . Retrieved 2021/02/03.