1H-2,3-Benzoxazin-1-one

Base Information

• Chemical Name: 1H-2,3-Benzoxazin-1-one
• CAS No.: 611-31-4
• Molecular Formula: C8H5NO2
• Molecular Weight: 147.133
• DSSTox Substance ID: DTXSID20209977
• Nikkaji Number: J95.740B
• Wikidata: Q83084504
• Mol file: 611-31-4.mol

Synonyms:1H-2,3-Benzoxazin-1-one;611-31-4;benzo[d][1,2]oxazin-1-one;SCHEMBL2515534;DTXSID20209977

Chemical Property of 1H-2,3-Benzoxazin-1-one

Chemical Property:

• Vapor Pressure: 0.00392mmHg at 25°C
• Boiling Point: 279.8°C at 760 mmHg
• Flash Point: 150.6°C
• Density: 1.3g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 147.032028402
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=NOC2=O

Technology Process of 1H-2,3-Benzoxazin-1-one

There total 3 articles about 1H-2,3-Benzoxazin-1-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: 73.0%

methyl o-formylbenzoate (4122-56-9) → 1H-2,3-benzoxazin-1-one (611-31-4) + Methyl 2-(hydroximinomethyl)benzoate (69053-94-7)

Guidance literature:

With hydroxylamine hydrochloride; In methanol; water; 1) 10 - 20 deg C, 1 h, 2) 0 - 5 deg C, 1 h.;

Reference yield: 32.0%

E-tributyl-1-phenyl-propenylstannane (112713-91-4,125405-88-1) + tributyl(1-phenylprop-1-en-1-yl)stannane (125405-88-1,112713-91-4) + lead(IV) tetraacetate (546-67-8) + 3-amino-2-ethylquinazoline-4(3H)-one (50547-51-8) → 1H-2,3-benzoxazin-1-one (611-31-4) + (Z)-2-ethyl-(2-methyl-3-phenyl-3-tributylstannylaziridin-1-yl)quinazolin-4(3H)-one + lead acetate (301-04-2)

Guidance literature:

In dichloromethane; N-acetoxyaminoquinazolone (prepd. in situ from aminoquinazolinone and acid-free Pb(OAc)4 at -25°C) in CH2Cl2 is stirred for 30 min at -25°C; addn. of alkenylstannane, warming to ambient temp.; Pb(OAc)2 is filtered off, washed with NaHCO3 soln. and H2O, dried, evapd., chromy. (silica, ethyl acatate-light petroleum) yields Sn-compd. Further elution yield bezoxazin, elem. anal.;

Reference yield:

→ 1H-2,3-benzoxazin-1-one (611-31-4) + 2-((hydroxyimino)methyl)benzoic acid (6383-59-1)

Guidance literature:

With permanganate(VII) ion; magnesium sulfate;

upstream raw materials:

methyl o-formylbenzoate

E-tributyl-1-phenyl-propenylstannane

tributyl(1-phenylprop-1-en-1-yl)stannane

lead(IV) tetraacetate

Downstream raw materials:

isoindoline

oxisoindole

phthalimide

2-cyanobenzoic acid

Refernces