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  • Product Name2-Benzoxazolinone
  • CasNo. 59-49-4
  • MFC7H5NO2
  • MW135.122
  • Purity
  • Appearancelight beige to brown-grey powder
  • Packing
  • Contact usInquiry

Product Details

CasNo： 59-49-4

MF： C7H5NO2

Appearance： light beige to brown-grey powder

Factory Sells Best Quality 2-Benzoxazolinone 59-49-4 with stock

  • Molecular Formula:C7H5NO2
  • Molecular Weight:135.122
  • 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 

2-Benzoxazolinone(Cas 59-49-4) Usage

Preparation

2-benzoxazolinone synthesis method: add o-aminophenol, urea and solvent chlorobenzene into the reaction kettle, protect with nitrogen, the reaction temperature is 50～132 ℃, the reaction time is 6h, after the reaction is completed, it is cooled with ice brine, crystallized, Filter the finished product. It is also possible to use o-aminophenol to react with phosgene in the solvent chlorobenzene, quickly pass phosgene within 20 ~ 40 ° C, then heat up to 100 ~ 130 ° C, and then pass phosgene at a lower speed, after the reaction is completed, pass nitrogen to catch up. Phosgene, after work-up, can also obtain 2-benzoxazolinone.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 6, p. 123, 1969 DOI: 10.1002/jhet.5570060124Synthetic Communications, 34, p. 735, 2004 DOI: 10.1081/SCC-120027722Synthesis, p. 1032, 1983 DOI: 10.1055/s-1983-30616

General Description

2-Benzoxazolinone is a phytoanticipin and its biotransformation by endophytic fungi isolated from Aphelandra tetragona was studied. 2-Benzoxazolinone is a natural chemical produced by rye (Secale cereale) and has strong phytotoxic properties.

InChI:InChI=1/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

59-49-4 Relevant articles

-

Atkinson,Rees

, p. 1230 (1967)

-

A novel one-step photocatalytic synthesis of benzo[d]oxazol-2(3H)-one with C-doped TiO2 nanoparticle

Wang, Huqun,Zhang, Zhimin,Chang, Wenfu

, p. 1156 - 1157 (2008)

A novel approach was proposed to synthes...

Synthesis of N-Thietan-3-yl-α-oxo Nitrogen Heterocycles from Imino Thioethers. A Novel Transformation

Press, Jeffery B.,McNally, James J.,Hajos, Zoltan G.,Sawyers, Rebecca A.

, p. 6335 - 6339 (1992)

-

-

Aliev,N.A. et al.

, (1979)

-

Design, synthesis, and docking studies of new 2-benzoxazolinone derivatives as anti-HIV-1 agents

Safakish, Mahdieh,Hajimahdi, Zahra,Zabihollahi, Rezvan,Aghasadeghi, Mohammad R.,Vahabpour, Rouhoullah,Zarghi, Afshin

, p. 2718 - 2726 (2017)

A new class of 2-benzoxazolinone derivat...

Aminolysis of cyclic carbamate analogs of carboxybiotin; metallic catalysis and modelling of carboxytransferase

Botella,Klaebe,Perie,Monnier

, p. 5111 - 5122 (1992)

Aminolysis of carbamic esters, a model o...

Chain Walking as a Strategy for Iridium-Catalyzed Migratory Amidation of Alkenyl Alcohols to Access α-Amino Ketones

Baek, Seung Beom,Chang, Sukbok,Hwang, Yeongyu,Kim, Dongwook

supporting information, p. 4277 - 4285 (2022/03/08)

Catalytic carbon-nitrogen bond formation...

Synthesis and biological evaluation of some 1,3-benzoxazol-2(3H)-one hybrid molecules as potential antioxidant and urease inhibitors

Yilmaz, Fatih,Mente?e, Emre,S?kmen, Bahar Bilgin

, p. 260 - 269 (2020/10/21)

A new series of 1,3-benzoxazol-2(3H)-one...

Enzyme-Inspired Lysine-Modified Carbon Quantum Dots Performing Carbonylation Using Urea and a Cascade Reaction for Synthesizing 2-Benzoxazolinone

Hasani, Morteza,Kalhor, Hamid R.

, p. 10778 - 10788 (2021/09/08)

Catalysts as the dynamo of chemical reac...

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

Adiguzel, Ragip,Türkan, Fikret,Yildiko, ümit,Aras, Abdülmelik,Evren, Enes,Onkol, Tijen

, (2021/02/03)

Novel Ru(II) complexes of Shiff base der...

59-49-4 Process route

p-nitrophenyl 2-ureidophenylcarbonate
140678-02-0

p-nitrophenyl 2-ureidophenylcarbonate

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

4-nitro-phenol
100-02-7,78813-13-5,89830-32-0

4-nitro-phenol

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

Conditions
Conditions Yield
With potassium hydroxide; In acetonitrile; at 30 ℃; Rate constant;
benzoimidazole
51-17-2,79351-71-6

benzoimidazole

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

2-(acetylamino)phenol
614-80-2

2-(acetylamino)phenol

6-hydroxybenzoxazole
106050-81-1

6-hydroxybenzoxazole

6-hydroxy-3-(2'-oxo-2',3'-dihydrobenzoxazol-6'-yl)benzoxazol-2(3H)-one

6-hydroxy-3-(2'-oxo-2',3'-dihydrobenzoxazol-6'-yl)benzoxazol-2(3H)-one

Conditions
Conditions Yield
With lead(IV) acetate; acetic acid; at 80 ℃; for 8h; Further byproducts given;
6%
9%
29%
2.5%

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59-49-4 Downstream products

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    3-<2-Diaethylaminoaethyl>-2-benzoxazolin

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    2-ethylaminophenol

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

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