2-Phenyl-4H-naphtho[2,3-D][1,3]oxazin-4-one

Base Information

• Chemical Name: 2-Phenyl-4H-naphtho[2,3-D][1,3]oxazin-4-one
• CAS No.: 18600-63-0
• Molecular Formula: C18H11NO2
• Molecular Weight: 273.291
• DSSTox Substance ID: DTXSID70970029
• Wikidata: Q82953111
• Mol file: 18600-63-0.mol

Synonyms:2-PHENYL-4H-NAPHTHO[2,3-D][1,3]OXAZIN-4-ONE;5471-95-4;DTXSID70970029;AB00086165-01;SR-02000001700;SR-02000001700-1

Chemical Property of 2-Phenyl-4H-naphtho[2,3-D][1,3]oxazin-4-one

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 273.078978594
• Heavy Atom Count: 21
• Complexity: 439

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC4=CC=CC=C4C=C3C(=O)O2

Technology Process of 2-Phenyl-4H-naphtho[2,3-D][1,3]oxazin-4-one

There total 6 articles about 2-Phenyl-4H-naphtho[2,3-D][1,3]oxazin-4-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: 75.0%

N-methoxy-N-methylnaphthalene-2-carboxamide (113443-62-2) + 3-phenyl-5H-1,4,2-dioxazol-5-one (19226-36-9) → 2-phenyl-4H-naphthyl<2,3-d><1,3>oxazin-4-one (18600-63-0)

Guidance literature:

With silver hexafluoroantimonate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; acetic anhydride; In 1,2-dichloro-ethane; at 80 ℃; for 18h;

DOI:10.3987/COM-18-S(F)48

Reference yield: 63.0%

benzaldehyde (100-52-7) + 2-Amino-3-naphthoic acid (5959-52-4) → 2-phenyl-4H-naphthyl<2,3-d><1,3>oxazin-4-one (18600-63-0)

Guidance literature:

benzaldehyde; 2-Amino-3-naphthoic acid; In toluene; at 120 ℃; for 1h; Green chemistry;

With bis(1-butyl-3-methylimidazolium) tungstate; In toluene; at 120 ℃; for 35h; Green chemistry;

DOI:10.1016/j.mcat.2020.111013

Reference yield: 61.0%

2-(dimethyl(oxo)-λ6-sulfanylidene)-1-(naphthalene-2-yl)ethan-1-one + 3-phenyl-5H-1,4,2-dioxazol-5-one (19226-36-9) → 2-phenyl-4H-naphthyl<2,3-d><1,3>oxazin-4-one (18600-63-0)

Guidance literature:

With silver hexafluoroantimonate; carbonyl(η-5-cyclopentadienyl)diiodocobalt(III); In 1,2-dichloro-ethane; at 130 ℃; for 18h; Sealed tube; Schlenk technique;

DOI:10.1016/j.cclet.2020.09.020

upstream raw materials:

N-methoxy-N-methylnaphthalene-2-carboxamide

3-phenyl-5H-1,4,2-dioxazol-5-one

benzaldehyde

2-Amino-3-naphthoic acid

Downstream raw materials:

2-(N-benzoylamino)-3-(2'-thienylcarbonyl)naphthalene

2-(2'-fluorobenzoyl)-3-(N-benzoylamino)naphthalene

2-amino-1-(2'-fluorobenzoyl)naphthalene

2--3-(2'-fluorobenzoyl)naphthalene