4-Chloro-2-phenylquinazoline

Base Information

• Chemical Name: 4-Chloro-2-phenylquinazoline
• CAS No.: 6484-25-9
• Molecular Formula: C14H9ClN2
• Molecular Weight: 240.692
• Hs Code.: 29339980
• European Community (EC) Number: 229-346-2
• NSC Number: 400965
• UNII: 2QRD56Y64F
• DSSTox Substance ID: DTXSID00215132
• Nikkaji Number: J236D
• Wikidata: Q72501482
• Mol file: 6484-25-9.mol

Synonyms:4-Chloro-2-phenylquinazoline;6484-25-9;Quinazoline, 4-chloro-2-phenyl-;Am-ex-ol;2-PHENYL-4-CHLOROQUINAZOLINE;4-chloro-2-phenyl-quinazoline;C14H9ClN2;EINECS 229-346-2;NSC-400965;Quinazoline,4-chloro-2-phenyl-;NSC400965;phenyl-4-chloroquinazoline;2-phenyl 4-chloroquinazoline;Clc1nc(nc2ccccc12)c3ccccc3;SCHEMBL384799;4-Chloro-2-phenyl quinazoline;2QRD56Y64F;C14-H9-Cl-N2;OBHKONRNYCDRKM-UHFFFAOYSA-;DTXSID00215132;HMS1775M09;BCP27414;4-Chloro-2-phenylquinazoline, 97%;MFCD00006713;STL365544;AKOS000200162;AB00791;NSC 400965;AC-20404;BS-28923;AM20040955;CS-0204696;FT-0705167;EN300-11187;A15732;Z57043476

Chemical Property of 4-Chloro-2-phenylquinazoline

Chemical Property:

• Appearance/Colour: slightly yellow to yellow crystalline powder
• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 124-126 °C(lit.)
• Refractive Index: 1.667
• Boiling Point: 301.218 °C at 760 mmHg
• PKA: 0.67±0.30(Predicted)
• Flash Point: 164.36 °C
• PSA: 25.78000
• Density: 1.285 g/cm³
• LogP: 3.95020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 240.0454260
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

99.0% ^*data from raw suppliers

4-Chloro-2-phenylquinazoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=N2)Cl
• Uses: 4-Chloro-2-phenylquinazoline can be involved in the synthesis of biologically active molecules including: Nitrotriazole amines or nitroimidazole amines for use as antitrypanosomal activity and mammalian cytotoxicity. Reactant involved in the synthesis of biologically active molecules including:Nitrotriazole amines or nitroimidazole amines for use as antitrypanosomal activity and mammalian cytotoxicityQuinazoline-containing piperazinylpyrimidine derivatives with antitumor activityQuinazoline substituted cyclopentane as HCV NS3/4A protease inhibitorsQuinazolines with antibacterial and antitumor activityAurora inhibitor MK-0457Reactant involved in Suzuki-Miyaura cross-coupling and catalyst-free / base-free water promoted nucleophilic aromatic substitution

Technology Process of 4-Chloro-2-phenylquinazoline

There total 28 articles about 4-Chloro-2-phenylquinazoline 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: 92.0%

2-phenyl-4(3H)-quinazolinone (1022-45-3) → 4-chloro-2-phenylquinazoline (6484-25-9)

Guidance literature:

With N,N-diethylaniline; trichlorophosphate; at 70 - 90 ℃; for 0.666667h;

DOI:10.1007/s00044-011-9632-2

Reference yield: 91.0%

N-(2-cyanophenyl)benzamide (40288-69-5) → 4-chloro-2-phenylquinazoline (6484-25-9)

Guidance literature:

With phosphorus pentachloride; In sulfolane; at 45 - 110 ℃; for 16h;

DOI:10.1021/op1002352

Reference yield:

anthranilic acid amide (28144-70-9,88-68-6) → 4-chloro-2-phenylquinazoline (6484-25-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / EDCI / CH₂Cl₂

2: 65 percent / aq. H₂O₂; NaOEt

3: POCl₃ / 100 °C

With dihydrogen peroxide; sodium ethanolate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trichlorophosphate; In dichloromethane;

DOI:10.1016/j.bmcl.2005.02.084

upstream raw materials:

2-phenyl-4(3H)-quinazolinone

2-phenyl-4-hydroxy quinazoline

2-benzoylaminobenzamide

anthranilic acid amide

Downstream raw materials:

N-(2-phenyl-quinazolin-4-yl)-anthranilic acid methyl ester

N⁴,N⁴-diethyl-1-methyl-N¹-(2-phenyl-quinazolin-4-yl)-butanediyldiamine

2-phenyl-4-quinazolinylhydrazine

4-furfuryloxy-2-phenylquinazoline

Refernces

• 1、 Malasala, Satyaveni,Ahmad, Md Naiyaz,Akunuri, Ravikumar,Shukla, Manjulika,Kaul, Grace,Dasgupta, Arunava,Madhavi,Chopra, Sidharth,Nanduri, Srinivas. "Synthesis and evaluation of new quinazoline-benzimidazole hybrids as potent anti-microbial agents against multidrug resistant Staphylococcus aureus and Mycobacterium tuberculosis". . . Retrieved 2020/11/19.
• 2、 Chen, Zhe-Sheng,Dai, Qing-Qing,Li, Guo-Bo,Liu, Hong-Min,Liu, Hui,Wang, Bo,Wang, Shaomeng,Yu, Bin,Yuan, Shuo,Zhang, Jing-Ya,Zhang, Xiao-Nan,Zuo, Jia-Hui. "Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors". . p. 14895 - 14911. Retrieved 2021/10/12.