3-Hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone

Base Information

• Chemical Name: 3-Hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone
• CAS No.: 108664-54-6
• Molecular Formula: C₁₇H₁₃ClN₂O₃
• Molecular Weight: 328.755
• DSSTox Substance ID: DTXSID60910818
• ChEMBL ID: CHEMBL35076
• Mol file: 108664-54-6.mol

Synonyms:108664-54-6;3-Hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone;CHEMBL35076;DTXSID60910818;3-[1-(4-Chlorophenyl)-3-hydroxy-1-oxopropan-2-yl]quinazolin-4(3H)-one;3-[2-(4-chlorophenyl)-1-(hydroxymethyl)-2-oxo-ethyl]quinazolin-4-one

Chemical Property of 3-Hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone

Chemical Property:

• Vapor Pressure: 7.29E-14mmHg at 25°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 328.0614700
• Heavy Atom Count: 23
• Complexity: 488

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C=N2)C(CO)C(=O)C3=CC=C(C=C3)Cl

Technology Process of 3-Hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone

There total 3 articles about 3-Hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone 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: 39.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone (90059-70-4) → 3-hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone (108664-54-6)

Guidance literature:

With potassium hydrogencarbonate; In water; N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1021/jm00391a037

Reference yield:

4-Hydroxyquinazoline (491-36-1) → 3-hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone (108664-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 0.5 h / Ambient temperature

2: 39 percent / KHCO₃ / dimethylformamide; H₂O / 1 h / Ambient temperature

With sodium hydride; potassium hydrogencarbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00391a037

Reference yield:

4-chlorobenzoylmethyl bromide (536-38-9) → 3-hydroxy-2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone (108664-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 0.5 h / Ambient temperature

2: 39 percent / KHCO₃ / dimethylformamide; H₂O / 1 h / Ambient temperature

With sodium hydride; potassium hydrogencarbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00391a037

upstream raw materials:

formaldehyd

2-(4-oxo-3,4-dihydroquinazolin-3-yl)-4'-chloropropiophenone

4-Hydroxyquinazoline

4-chlorobenzoylmethyl bromide