2,4-Dichloroquinazoline

Base Information

• Chemical Name: 2,4-Dichloroquinazoline
• CAS No.: 607-68-1
• Molecular Formula: C8H4Cl2N2
• Molecular Weight: 199.039
• Hs Code.: 2933990090
• NSC Number: 75192
• DSSTox Substance ID: DTXSID30291383
• Nikkaji Number: J134.671G
• Wikidata: Q72468147
• Mol file: 607-68-1.mol

Synonyms:2,4-dichloroquinazoline;607-68-1;2,4-dichloro-quinazoline;Quinazoline, 2,4-dichloro-;MFCD00091950;dichloroquinazoline;NSC75192;2,4dichloroquinazoline;2,4-Dichloroquinazoline;2, 4-dichloro-quinazoline;SCHEMBL92707;DTXSID30291383;BCP27372;CS-D0819;AC-712;NSC-75192;STL503762;AKOS000291524;AB03291;DE-0057;BP-10513;SY003248;A8458;AM20040830;BB 0305390;FT-0600462;FT-0654319;EN300-63947;J-507191;F2108-0057;Z991522362

Chemical Property of 2,4-Dichloroquinazoline

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00173mmHg at 25°C
• Melting Point: 117－121oC
• Refractive Index: 1.531
• Boiling Point: 273.3 °C at 760 mmHg
• PKA: -0.43±0.30(Predicted)
• Flash Point: 145.4 °C
• PSA: 25.78000
• Density: 1.486 g/cm³
• LogP: 2.93660
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.9751535
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98% ^*data from raw suppliers

2,4-Dichloroquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NC(=N2)Cl)Cl
• Uses: 2,4-Dichloroquinazoline has been used as a reactant for the preparation of 1-methyl-1H-imidazole derivatives as Jak2 inhibitors.

Technology Process of 2,4-Dichloroquinazoline

There total 44 articles about 2,4-Dichloroquinazoline 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: 100.0%

1,2,3,4-tetrahydro-quinazoline-2,4-dione (86-96-4) → 2,4-dichloroquinazoline (607-68-1)

Guidance literature:

With trichlorophosphate; at 115 ℃; for 16h;

Reference yield: 99.1%

methyl carbamate (598-55-0) + 2-aminobenzoyl chloride (21563-73-5) → 2,4-dichloroquinazoline (607-68-1)

Guidance literature:

With pyridine; tetrachloromethane; titanium(IV) oxide; vanadia; tungsten(VI) oxide; tin(IV) oxide; In N,N-dimethyl-formamide; at 120 - 230 ℃; for 32h; under 2250.23 - 6000.6 Torr; Solvent; Temperature; Pressure; Reagent/catalyst;

Reference yield: 99.0%

quinazoline-2,4-diol (86-96-4) → 2,4-dichloroquinazoline (607-68-1)

Guidance literature:

With trichlorophosphate; for 2.5h; Heating / reflux;

upstream raw materials:

3-methyl-2,4(1H,3H)-quinazolinedione

1,2,3,4-tetrahydro-quinazoline-2,4-dione

1-Methylpyrrolidine

2-chloro-4(3H)-quinazolinone

Downstream raw materials:

2-chloro-4-methoxyquinazoline

2-chloro-4-[(4-chlorophenyl)thio]quinazoline

2,4-diethoxy-quinazoline

2-chloro-4-phenoxyquinazoline

Refernces

• 1、 El-Shershaby, Mohamed H.,Ghiaty, Adel,Bayoumi, Ashraf H.,Al-Karmalawy, Ahmed A.,Husseiny, Ebtehal M.,El-Zoghbi, Mona S.,Abulkhair, Hamada S.. "From triazolophthalazines to triazoloquinazolines: A bioisosterism-guided approach toward the identification of novel PCAF inhibitors with potential anticancer activity". . . Retrieved 2021.
• 2、 Alesawy, Mohamed S.,Al-Karmalawy, Ahmed A.,Elkaeed, Eslam B.,Alswah, Mohamed,Belal, Ahmed,Taghour, Mohammed S.,Eissa, Ibrahim H.. "Design and discovery of new 1,2,4-triazolo[4,3-c]quinazolines as potential DNA intercalators and topoisomerase II inhibitors". . . Retrieved 2021.
• 3、 Patel, Amit B.,Raval, Rinku M.. "Discovery of new coumarin substituted quinazolines as potential bioactive agents". . p. 2163 - 2175. Retrieved 2016.
• 4、 Alesawy, Mohamed S.,Eissa, Ibrahim H.,El-Adl, Khaled,Ibrahim, Mohamed-Kamal. "Design, synthesis, in silico ADMET, docking, and antiproliferative evaluations of [1,2,4]triazolo[4,3-c]quinazolines as classical DNA intercalators". . . Retrieved 2022/01/13.
• 5、 Openshaw, Roxanne,Maepa, Keletso,Benjamin, Stefan J.,Wainwright, Lauren,Combrinck, Jill M.,Hunter, Roger,Egan, Timothy J.. "A Diverse Range of Hemozoin Inhibiting Scaffolds Act on Plasmodium falciparum as Heme Complexes". . p. 362 - 376. Retrieved 2021/02/01.