N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine

Base Information

• Chemical Name: N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine
• CAS No.: 6953-32-8
• Molecular Formula: C16H15 N O3
• Molecular Weight: 269.3
• DSSTox Substance ID: DTXSID60418208
• Mol file: 6953-32-8.mol

Synonyms:DTXSID60418208;6953-32-8;N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine

Chemical Property of N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 461.8°Cat760mmHg
• Flash Point: 233.1°C
• Density: 1.23g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 269.10519334
• Heavy Atom Count: 20
• Complexity: 350

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CC(=NO)C3=CC=CC=C3O2
• Isomeric SMILES: COC1=CC=C(C=C1)C2C/C(=N\O)/C3=CC=CC=C3O2

Technology Process of N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine

There total 10 articles about N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine 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: 82.0%

2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one (3034-08-0,93921-53-0,97005-76-0) → 2-(4-methoxyphenyl)chroman-4-one oxime (6953-32-8)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In tetrahydrofuran; methanol; water; for 3h; Reflux;

DOI:10.1080/00397911.2020.1759645

Reference yield: 38.0%

1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (3327-24-0) → 2-(4-methoxyphenyl)chroman-4-one oxime (6953-32-8) + 1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one oxime (61495-69-0)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; In ethanol; for 6h; Heating;

Reference yield: 24.53%

→ 2-(4-methoxyphenyl)chroman-4-one oxime (6953-32-8) + 4'-methoxyflavone (4143-74-2) + 3-acetoxy-2-(4-methoxy-phenyl)-chromen-4-one (132594-11-7) + Acetic acid 2-(4-methoxy-phenyl)-4-oxo-chroman-3-yl ester (95731-61-6)

Guidance literature:

With lead(IV) acetate; In benzene; 1.) r. t., 0.5h 2.) 7.5h reflux;

upstream raw materials:

1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one

o-hydroxyacetophenone

4-methoxy-benzaldehyde

2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one

Downstream raw materials:

4'-methoxyflavone

2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one

3-acetoxy-2-(4-methoxy-phenyl)-chromen-4-one

Acetic acid 2-(4-methoxy-phenyl)-4-oxo-chroman-3-yl ester