4-Chloro-2-(4-methylphenyl)quinazoline

Base Information

• Chemical Name: 4-Chloro-2-(4-methylphenyl)quinazoline
• CAS No.: 59490-96-9
• Molecular Formula: C15H11ClN2
• Molecular Weight: 254.719
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10352668
• Wikidata: Q82129928
• Mol file: 59490-96-9.mol

Synonyms:4-chloro-2-(4-methylphenyl)quinazoline;59490-96-9;4-Chloro-2-(p-tolyl)quinazoline;4-chloro-2-p-tolylquinazoline;SCHEMBL8240685;DTXSID10352668;KVEHRMVZMIBYCO-UHFFFAOYSA-N;AKOS000200020;AT17349;BP-11072;CS-0454045;AB00086195-01

Chemical Property of 4-Chloro-2-(4-methylphenyl)quinazoline

Chemical Property:

• PSA: 25.78000
• LogP: 4.25860
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 254.0610761
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

≥99% ^*data from raw suppliers

4-Chloro-2-(4-methylphenyl)quinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=N2)Cl

Technology Process of 4-Chloro-2-(4-methylphenyl)quinazoline

There total 7 articles about 4-Chloro-2-(4-methylphenyl)quinazoline 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: 90.0%

C15H12N2O → 4-chloro-2-(p-tolyl)quinazoline (59490-96-9)

Guidance literature:

C₁₅H₁₂N₂O; With thionyl chloride; In benzene; for 3 - 6h; Heating / reflux;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield: 69.2%

2-(4-methylphenyl)-4(3H)-quinazolinone (18818-41-2) → 4-chloro-2-(p-tolyl)quinazoline (59490-96-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 50 ℃; for 6h;

DOI:10.1021/acs.jmedchem.6b01787

Reference yield:

anthranilic acid amide (28144-70-9,88-68-6) → 4-chloro-2-(p-tolyl)quinazoline (59490-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethyl sulfoxide / 110 °C

2: thionyl chloride; N,N-dimethyl-formamide / Reflux

With thionyl chloride; N,N-dimethyl-formamide; In dimethyl sulfoxide;

DOI:10.1021/acs.jafc.9b04733

upstream raw materials:

2-(4-methylphenyl)-4(3H)-quinazolinone

2-(4-methylphenyl)-4H-3,1-benzoxazin-4-one

anthranilic acid

4-methyl-benzoyl chloride

Downstream raw materials:

2-p-tolylquinazoline-4(3H)-thione

Refernces

• 1、 Qiu, Qianqian,Liu, Baomin,Cui, Jian,Li, Zheng,Deng, Xin,Qiang, Hao,Li, Jieming,Liao, Chen,Zhang, Bo,Shi, Wei,Pan, Miaobo,Huang, Wenlong,Qian, Hai. "Design, Synthesis, and Pharmacological Characterization of N-(4-(2 (6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)yl)ethyl)phenyl)quinazolin-4-amine Derivatives: Novel Inhibitors Reversing P-Glycoprotein-Mediated Multidrug Resistance". supporting information. p. 3289 - 3302. Retrieved 2017/05/05.
• 2、 -. "COMPOSITIONS AND METHODS FOR MODULATING GATED ION CHANNELS". Page/Page column 106-107; Sheet 12/15. . Retrieved 2010/11/27.