2,4-Dichloro-6,7-dimethoxyquinazoline

Base Information

• Chemical Name: 2,4-Dichloro-6,7-dimethoxyquinazoline
• CAS No.: 27631-29-4
• Molecular Formula: C10H8Cl2N2O2
• Molecular Weight: 259.092
• Hs Code.: 29334900
• European Community (EC) Number: 608-117-4
• UNII: B6720H065I
• DSSTox Substance ID: DTXSID00182012
• Nikkaji Number: J92.411C
• Wikidata: Q27274421
• Mol file: 27631-29-4.mol

Synonyms:2,4-Dichloro-6,7-dimethoxyquinazoline;27631-29-4;2,4-Dichloro-6,7-dimethoxy-quinazoline;Quinazoline, 2,4-dichloro-6,7-dimethoxy-;Doxazosin impurity E;2,4-Dichloro-6,7-dimethoxy quinazoline;2-Chloro-6,7-dimethoxyquinazolin-4-yl Chloride;UNII-B6720H065I;Doxazosin mesilate impurity E [EP];MFCD00051733;B6720H065I;SCHEMBL294809;AMY261;DTXSID00182012;BCP23048;CS-M1592;STL083707;2,4-dichloro6,7-dimethoxyquinazoline;2,4-dichloro-6,7-dimetoxyquinazoline;AKOS005712503;AC-6745;BS-4751;DS-1542;SB21612;2.4-Dichloro-6,7-dimethoxy quinazoline;SY016557;A5335;BB 0301268;D3746;FT-0610022;2,4-Dichloro-6,7-dimethoxyquinazoline, 97%;EN300-122990;AB00086426-01;AN-829/25042010;SR-01000210320;DOXAZOSIN MESILATE IMPURITY E [EP IMPURITY];J-016829;SR-01000210320-1;Q27274421;Z1545032025

Chemical Property of 2,4-Dichloro-6,7-dimethoxyquinazoline

Chemical Property:

• Appearance/Colour: pale yellow to beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 172-177 °C
• Refractive Index: 1.614
• Boiling Point: 340.5 °C at 760 mmHg
• PKA: -0.49±0.30(Predicted)
• Flash Point: 159.7 °C
• PSA: 44.24000
• Density: 1.424 g/cm³
• LogP: 2.95380
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 257.9962829
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dichloro-6,7-dimethoxyquinazoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=NC(=N2)Cl)Cl)OC
• Uses: An intermediate in the preparation of potential inhibitors of epidermal growth factor receptor kinases. An intermediate in the preparation of Terazosin (T105000). 2,4-Dichloro-6,7-dimethoxyquinazoline is used as an intermediate in the preparation of potential inhibitors of epidermal growth factor receptor kinases. It is also used as an intermediate in the preparation of terazosin.

Technology Process of 2,4-Dichloro-6,7-dimethoxyquinazoline

There total 14 articles about 2,4-Dichloro-6,7-dimethoxyquinazoline 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: 94.8%

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-4,5-dimethoxybenzonitrile (26961-27-3) → 2-chloro-6,7-dimethoxy-3H-quinazolin-4-one (27631-29-4)

Guidance literature:

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

2-amino-4,5-dimethoxybenzonitrile; In chlorobenzene; at 120 ℃; for 8h;

DOI:10.3987/COM-12-12466

Reference yield: 92.0%

5,6-dimethoxyindoline-2,3-dione (873974-98-2) → 2-chloro-6,7-dimethoxy-3H-quinazolin-4-one (27631-29-4)

Guidance literature:

With bis(trichloromethyl) carbonate; Tris(4-methoxyphenyl)phosphine oxide; In chlorobenzene; at 120 ℃; for 4h;

DOI:10.1080/10426507.2020.1782910

Reference yield: 85.0%

6,7-dimethoxy-1H-quinazoline-2,4-dione (28888-44-0) → 2-chloro-6,7-dimethoxy-3H-quinazolin-4-one (27631-29-4)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate;

DOI:10.1021/jm00155a007

upstream raw materials:

6,7-dimethoxy-1H-quinazoline-2,4-dione

2,4-dihydroxy-6,7-dimethoxyquinazoline

methyl 3,4-dimethoxybenzoate

methyl 4,5-dimethoxy-2-nitrobenzoate

Downstream raw materials:

2-Chloro-4-(O,O-isopropylidene-2,3-dihydroxypropoxy)-6,7-dimethoxyquinazoline

2,4,6,7-tetramethoxyquinazoline

2-chloro-4-hydroxyl-6,7-dimethoxyquinazoline

2-chloro-6,7-dimethoxy-quinazoline

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、 Mampuys, Pieter,Neumann, Helfried,Sergeyev, Sergey,Orru, Romano V. A.,Jiao, Haijun,Spannenberg, Anke,Maes, Bert U. W.,Beller, Matthias. "Combining Isocyanides with Carbon Dioxide in Palladium-Catalyzed Heterocycle Synthesis: N3-Substituted Quinazoline-2,4(1H,3H)-diones via a Three-Component Reaction". . p. 5549 - 5556. Retrieved 2017/08/17.