13213-88-2

Basic information

• Product Name: 1,4-dihydro-2H-3,1-benzoxazin-2-one
• Synonyms: 1,4-dihydro-2H-3,1-benzoxazin-2-one;1,2-Dihydro-4H-3,1-benzoxazine-2-one;4H-3,1-Benzoxazine-2(1H)-one;2H-3,1-Benzoxazin-2-one, 1,4-dihydro-;1,4-Dihydro-benzo[d][1,3]oxazin-2-one
• CAS NO: 13213-88-2
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.14668
• EINECS: 236-183-0
• Mol File: 13213-88-2.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 205.1°Cat760mmHg
• Flash Point: 77.8°C
• Appearance: /
• Density: 1.244g/cm³
• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 1,4-dihydro-2H-3,1-benzoxazin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dihydro-2H-3,1-benzoxazin-2-one(13213-88-2)
• EPA Substance Registry System: 1,4-dihydro-2H-3,1-benzoxazin-2-one(13213-88-2)

Safety Data

• Hazardous Substances Data: 13213-88-2(Hazardous Substances Data)

Usage

General Description

1,4-dihydro-2H-3,1-benzoxazin-2-one is a chemical compound with the molecular formula C8H7NO2. It is a heterocyclic compound containing a benzene ring fused to an oxazine ring. 1,4-dihydro-2H-3,1-benzoxazin-2-one is commonly found in plant species of the Poaceae family, including wheat, maize, and rye. It acts as a natural defense compound in plants, protecting them from pathogens and herbivores. In addition, 1,4-dihydro-2H-3,1-benzoxazin-2-one has been studied for its potential pharmacological properties, including anti-inflammatory and anti-cancer activities. Its unique chemical structure and biological activities make it an interesting target for further research and potential applications in agriculture and medicine.

InChI:InChI=1/C8H7NO2/c10-8-9-7-4-2-1-3-6(7)5-11-8/h1-4H,5H2,(H,9,10)

Upstream product

• 5344-90-1 2-Aminobenzyl alcohol 
• 75-44-5 phosgene 
• 124-38-9 carbon dioxide 
• 133390-63-3 2-<(Triphenylphosphoranylidene)amino>benzyl Alcohol 
• 201230-82-2 carbon monoxide 
• 612-25-9 2-Nitrobenzyl alcohol 
• 503-38-8 trichloromethyl chloroformate 
• 552-89-6 2-nitro-benzaldehyde 
• 3422-03-5 benzyloxycarbonyl azide 
• 501-53-1 benzyl chloroformate 
• 100-51-6 benzyl alcohol 
• 3582-05-6 trifluoromethyl trifluoromethanesulfonate 
• 529-23-7 o-aminobenzaldehyde 
• 171359-95-8 N'-(2-aminobenzylidene)-4-methylbenzenesulfonohydrazide 

Downstream Products

• 5344-90-1 2-Aminobenzyl alcohol 
• 1383579-68-7 C₁₅H₁₂ClFN₂O₄S 
• 1017783-09-3 6-bromo-1,4-dihydro-2H-3,1-benzoxazin-2-one 
• 130020-41-6 [4-(Cyclohexyl-methyl-amino)-1-ethyl-1,2,3,4-tetrahydro-quinolin-8-yl]-methanol 
• 130020-38-1 (4-Cyclohexylamino-1-ethyl-1,2,3,4-tetrahydro-quinolin-8-yl)-methanol 
• 112646-14-7 1H,3H,5H,6H,7H-3,7-Dioxopyrido<3,2,1-ij><3,1>benzoxazine 
• 13213-94-0 6-chloro-1-methyl-4-phenyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one 
• 13213-91-7 1-(4-chloro-benzoyl)-1,4-dihydro-benzo[d][1,3]oxazin-2-one 
• 35382-70-8 2-(2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-acetamide 
• 1418201-57-6 1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)-1H-benzo[d][1,3]oxazin-2(4H)-one 

Relevant articles and documents

Selenium-catalyzed reductive carbonylation of 2-nitrophenols to 2-benzoxazolones

2-Benzoxazolones or 2-benzimidazolones are synthesized in moderate to good yields in the presence of a base (KOH, NaOH, KOAc, NEt3, DBU) at atmospheric pressure or under a high pressure of CO by one-pot reductive carbonylation of 2-nitrophenols or 2-nitroaniline in the presence of selenium as catalyst. Besides the effect of base, the effects of solvent and temperature on the reaction were investigated at high or atmospheric pressure. Contrasting results were obtained for 2-benzoxazolones or 2-benzimidazolone at high and atmospheric pressures. Moreover, phase-transfer catalysis was exhibited. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Synthesis of 1,4-dihydro-benzo[d][1,3]oxazin-2-ones from phthalides via an aminolysis-Hofmann rearrangement protocol

A simple two-step procedure for the conversion of readily available phthalides to the corresponding benzoxazinones was developed. Initial ring-opening aminolysis to form a primary 2-hydroxymethylbenzamide, followed by reaction with bis(trifluoroacetoxy)iodobenzene (BTI) conveniently, provided a variety of 4-substituted benzoxazinones.

Synthesis of fullerotetrahydroquinolines by cycloaddition reaction of C60 with aza-ortho-xylylenes

This paper reports on the successful synthesis of fullerotetrahydroquinolines by using in sire generated aza-ortho-xylylenes using a Diels-Alder reaction.

A new synthetic method of 1,4-dihydro-2h-3,1-benzoxazin-2-ones: Selenium-catalyzed reductive carbonylation of aromatic nitro compounds with carbon monoxide

It was confirmed that selenium catalyzed the reaction of 2-nitrobenzyl alcohols with carbon monoxide to afford 1,4-dihydro-2H-3,1-benzoxazin-2-ones in good yields. Similarly, seven-membered cyclic carbamate was prepared by the reaction of 2-(2-nitrophenyl)ethanol with carbon monoxide.

INHIBITORS OF PHOSPHOLIPID SYNTHESIS AND METHODS OF USE

Inhibitors of Glycerol 3-Phosphate Acyltransferase (GPAT) are provided; and methods of use in the treatment of cancer; and treatment of conditions relating to metabolic syndrome, hyperlipidemia, infection and inflammation.

The Reaction of o-Aminoacetophenone N-Tosylhydrazone and CO2 toward 1,4-Dihydro-2H-3,1-benzoxazin-2-ones

A transition-metal-free reaction of o-aminoacetophenone N-tosylhydrazone and CO2 has been developed, leading to a series of 1,4-dihydro-2H-3,1-benzoxazin-2-ones in moderate to good yields. This procedure proceeds with the sequential fixation of CO2 by amino leading to carbamic acid and the intra- molecular insertion of hydroxyl to carbene. (Figure presented.).