2-Methyl-3-(4-chlorophenyl)quinazolin-4-one

Base Information

• Chemical Name: 2-Methyl-3-(4-chlorophenyl)quinazolin-4-one
• CAS No.: 1788-93-8
• Molecular Formula: C15H11 Cl N2 O
• Molecular Weight: 270.718
• DSSTox Substance ID: DTXSID10170546
• Nikkaji Number: J2.042.253J
• Wikidata: Q83040458
• Mol file: 1788-93-8.mol

Synonyms:2-methyl-3-(4-chlorophenyl)quinazolin-4-one;2-methyl-3-(4-chlorophenyl)quinazolin-4-one hydrochloride;2-methyl-3-(para-chlorophenyl)-4-quinazolone;2-MPCQ;Menilon

Chemical Property of 2-Methyl-3-(4-chlorophenyl)quinazolin-4-one

Chemical Property:

• Vapor Pressure: 6.6E-08mmHg at 25°C
• Refractive Index: 1.6330 (estimate)
• Boiling Point: 439°Cat760mmHg
• Flash Point: 219.3°C
• PSA: 34.89000
• Density: 1.29g/cm³
• LogP: 3.34750
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 270.0559907
• Heavy Atom Count: 19
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-3-(4-chlorophenyl)quinazolin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=O)N1C3=CC=C(C=C3)Cl

Technology Process of 2-Methyl-3-(4-chlorophenyl)quinazolin-4-one

There total 27 articles about 2-Methyl-3-(4-chlorophenyl)quinazolin-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: 96.0%

isatoic anhydride (118-48-9) + 4-chloro-aniline (106-47-8) + Triethyl orthoacetate (78-39-7) → 3-(4-chlorophenyl)-2-methyl-3H-quinazolin-4-one (1788-93-8)

Guidance literature:

With aluminum potassium sulfate dodecahydrate; for 0.1h; Microwave irradiation; neat (no solvent);

DOI:10.1002/cjoc.201180344

Reference yield: 94.78%

2-methyl-4-oxo-3,1-benzoxazine (525-76-8) + 4-chloro-aniline (106-47-8) → 3-(4-chlorophenyl)-2-methyl-3H-quinazolin-4-one (1788-93-8)

Guidance literature:

2-methyl-4-oxo-3,1-benzoxazine; In ethanol; at 20 ℃; for 0.0833333h;

4-chloro-aniline; In ethanol; at 100 ℃; for 6h;

DOI:10.13005/ojc/330203

Reference yield: 93.0%

methylmagnesium bromide (75-16-1) + 2-(4-Chloro-phenyliminomethyleneamino)-benzoic acid ethyl ester (622403-43-4) → 3-(4-chlorophenyl)-2-methyl-3H-quinazolin-4-one (1788-93-8)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 3h;

DOI:10.1055/s-0032-1316773

upstream raw materials:

2-methyl-4-oxo-3,1-benzoxazine

4-chloro-aniline

p-chloroaniline hydrochloride

2-acetamidobenzonitrile

Downstream raw materials:

3-(4-Chloro-phenyl)-2-[(2,4-dimethyl-benzylamino)-methyl]-3H-quinazolin-4-one

3-(4-Chloro-phenyl)-2-[(2-p-tolyl-ethylamino)-methyl]-3H-quinazolin-4-one

3-(4-Chloro-phenyl)-2-{[2-(4-chloro-phenyl)-ethylamino]-methyl}-3H-quinazolin-4-one

3-(4-Chloro-phenyl)-2-[(2,4-dichloro-benzylamino)-methyl]-3H-quinazolin-4-one

Refernces

• 1、 Su,Wu,Xie,Li. "A convenient synthesis of 2-methyl-3-substituted-4(3H)-quinazolinones using bis(trichloromethyl) carbonate as condensing agent". . p. 89 - 94. Retrieved 2006.
• 2、 Kudale, Vishal Suresh,Wang, Jeh-Jeng. "Metal-free C-H methylation and acetylation of heteroarenes with PEG-400". . p. 3506 - 3511. Retrieved 2020/06/25.
• 3、 Komar, Mario,Konjarevi?, Anastazija,Molnar, Maja. "Screening of natural deep eutectic solvents for green synthesis of 2-methyl-3-substituted quinazolinones and microwave-assisted synthesis of 3-aryl quinazolinones in ethanol". . . Retrieved 2020/07/13.