2,4,6-Trichloroquinazoline

Base Information

• Chemical Name: 2,4,6-Trichloroquinazoline
• CAS No.: 20028-68-6
• Molecular Formula: C8H3Cl3N2
• Molecular Weight: 233.484
• Hs Code.: 2933990090
• European Community (EC) Number: 640-885-6
• DSSTox Substance ID: DTXSID10439640
• Nikkaji Number: J1.945.180A
• Wikidata: Q72510431
• Mol file: 20028-68-6.mol

Synonyms:2,4,6-trichloroquinazoline;20028-68-6;2,4,6-TRICHLOROQUINOXALINE;QUINAZOLINE, 2,4,6-TRICHLORO-;MFCD08445622;SCHEMBL405341;DTXSID10439640;VUPOGEZMJNDSHI-UHFFFAOYSA-N;BCP03551;CS-D1561;BBL103959;STL557769;AKOS015851297;AB45289;GS-0609;2,4,6-trichloroquinazoline, AldrichCPR;2,4-DICHLORO-6-CHLOROQUINAZOLINE;SY042827;2 pound not4 pound not6-trichloroquinazoline;A4383;AM20030292;FT-0660501;EN300-130344;J-507074;Z1269209723

Chemical Property of 2,4,6-Trichloroquinazoline

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 131 °C
• Refractive Index: 1.678
• Boiling Point: 298.549 °C at 760 mmHg
• PKA: -1.15±0.30(Predicted)
• Flash Point: 162.566 °C
• PSA: 25.78000
• Density: 1.601 g/cm³
• LogP: 3.59000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 231.936181
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4,6-Trichloroquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 25-37/38-41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=NC(=N2)Cl)Cl

Technology Process of 2,4,6-Trichloroquinazoline

There total 18 articles about 2,4,6-Trichloroquinazoline 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: 91.0%

6-chloro-1,2,3,4-tetrahydroquinazoline-2,4-dione (1640-60-4) → 2,4,6-trichloroquinazoline (20028-68-6)

Guidance literature:

With 2,3-Dimethylaniline; In diethyl ether; water; trichlorophosphate;

Reference yield: 91.0%

→ 2,4,6-trichloroquinazoline (20028-68-6)

Guidance literature:

Reference yield: 90.3%

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-5-chlorobenzonitrile (5922-60-1) → 2,4,6-trichloroquinazoline (20028-68-6)

Guidance literature:

bis(trichloromethyl) carbonate; With triethylamine; Triphenylphosphine oxide; In chlorobenzene; at 20 ℃; for 0.5h; Cooling with ice;

2-amino-5-chlorobenzonitrile; In chlorobenzene; at 120 ℃; for 8h;

DOI:10.3987/COM-12-12466

upstream raw materials:

6-chloro-1,2,3,4-tetrahydroquinazoline-2,4-dione

2-amino-5-chlorobenzonitrile

trichloromethyl chloroformate

N-(4-Chloro-2-cyanophenyl)-2,2,2-trifluoroacetamide

Downstream raw materials:

6-chloro-1,2,3,4-tetrahydroquinazoline-2,4-dione

N-(2,6-Dichloro-quinazolin-4-yl)-N',N'-diethyl-cyclohexane-1,4-diamine; hydrochloride

N-benzyl-2,6-dichloroquinazolin-4-amine

2,6-dichloro-3H-quinazolin-4-one

Refernces

• 1、 Qin, Jinjing,Li, Zhenhua,Ma, Shengzhe,Ye, Lixian,Jin, Guoqiang,Su, Weike. "One-pot cascade ring enlargement of isatin-3-oximes to 2,4-dichloroquinazolines mediated by bis(trichloromethyl)carbonate and triarylphosphine oxide". supporting information. p. 1007 - 1012. Retrieved 2020/07/10.
• 2、 Han, Sheng,Sang, Yali,Wu, Yan,Tao, Yuan,Pannecouque, Christophe,De Clercq, Erik,Zhuang, Chunlin,Chen, Fen-Er. "Molecular Hybridization-Inspired Optimization of Diarylbenzopyrimidines as HIV-1 Nonnucleoside Reverse Transcriptase Inhibitors with Improved Activity against K103N and E138K Mutants and Pharmacokinetic Profiles". . . Retrieved 2019/11/11.