1h-Naphth[2,1-b][1,4]oxazin-2(3h)-one

Base Information

• Chemical Name: 1h-Naphth[2,1-b][1,4]oxazin-2(3h)-one
• CAS No.: 14847-35-9
• Molecular Formula: C12H9 N O2
• Molecular Weight: 199.209
• European Community (EC) Number: 238-907-0
• DSSTox Substance ID: DTXSID70933417
• Nikkaji Number: J227.209A
• Wikidata: Q82909231
• Mol file: 14847-35-9.mol

Synonyms:1h-naphth[2,1-b][1,4]oxazin-2(3h)-one;14847-35-9;EINECS 238-907-0;1H-benzo[f][1,4]benzoxazin-2-one;1H-naphtho[2,1-b][1,4]oxazin-2(3H)-one;1H-Naphth(2,1-b)(1,4)oxazin-2(3H)-one;SCHEMBL4890988;DTXSID70933417;STL365595;AKOS003407303;1H-naphtho[2,1-b][1,4]oxazin-2-one;3H-Naphtho[2,1-b][1,4]oxazin-2-ol

Chemical Property of 1h-Naphth[2,1-b][1,4]oxazin-2(3h)-one

Chemical Property:

• Vapor Pressure: 4.8E-08mmHg at 25°C
• Boiling Point: 443°Cat760mmHg
• PKA: 13.41±0.20(Predicted)
• Flash Point: 221.7°C
• PSA: 38.33000
• Density: 1.293g/cm³
• LogP: 2.30870
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 199.063328530
• Heavy Atom Count: 15
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC2=C(O1)C=CC3=CC=CC=C32

Technology Process of 1h-Naphth[2,1-b][1,4]oxazin-2(3h)-one

There total 12 articles about 1h-Naphth[2,1-b][1,4]oxazin-2(3h)-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: 96.0%

(1-chloro-[2]naphthyloxy)-acetic acid amide (91961-41-0) → 2-Oxo-2,3-dihydro-1H-naphtho<2,1-b><1,4>oxazine (14847-35-9)

Guidance literature:

With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); caesium carbonate; In 1,4-dioxane; at 110 ℃; for 2.5h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7ra09160e

Reference yield: 94.5%

1-amino-2-naphthol (2834-92-6) + chloroacetyl chloride (79-04-9) → 2-Oxo-2,3-dihydro-1H-naphtho<2,1-b><1,4>oxazine (14847-35-9)

Guidance literature:

With sodium hydrogencarbonate; N-benzyl-N,N,N-triethylammonium chloride; In chloroform; 1.) 1 h, 0-5 deg C, 2.) 5 h, 55 deg C;

DOI:10.1055/s-1984-30993

Reference yield:

N-(2-hydroxy-1-naphthyl)chloroacetoamide (6913-45-7) → 2-Oxo-2,3-dihydro-1H-naphtho<2,1-b><1,4>oxazine (14847-35-9)

Guidance literature:

With alkali;

upstream raw materials:

(1-nitro-[2]naphthyloxy)-acetic acid

N-(2-hydroxy-1-naphthyl)chloroacetoamide

chloro-acetic acid-(2-methoxy-[1]naphthylamide)

chloro-acetic acid-(2-ethoxy-[1]naphthylamide)