6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone

Base Information

• Chemical Name: 6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone
• CAS No.: 179688-29-0
• Molecular Formula: C14H18N2O5
• Molecular Weight: 294.307
• Hs Code.: 2933990090
• Mol file: 179688-29-0.mol

Synonyms:6,7-bis-(2-Methoxyethoxy)quinazolin-4(3h)-one;4(1H)-Quinazolinone,6,7-bis(2-methoxyethoxy)- (9CI);6,7-Bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one;6,7-Bis(2-methoxyethoxy)quinazolin-4(3H)-one;6,7-Di(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one;4(3H)-Quinazolinone,6,7-bis(2-methoxyethoxy)-;

Chemical Property of 6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 6.3E-09mmHg at 25°C
• Melting Point: 185-189 °C
• Refractive Index: 1.552
• Boiling Point: 467.8 °C at 760 mmHg
• PKA: 1.35±0.20(Predicted)
• Flash Point: 236.7 °C
• PSA: 82.67000
• Density: 1.26 g/cm³
• LogP: 0.97350
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO: ≥10mg/mL

Purity/Quality:

99% ^*data from raw suppliers

6,7-bis(2-Methoxyethoxy)-3,4-dihydroquinazolin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the synthesis of Erlotinib (E625000).

Technology Process of 6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone

There total 60 articles about 6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone 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: 98.5%

formamidine acetic acid (3473-63-0) + ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate (179688-27-8) → 6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one (179688-29-0)

Guidance literature:

formamidine acetic acid; ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate; In butan-1-ol; at 80 ℃; for 5h; Inert atmosphere;

In Isopropyl acetate; for 1h; Reflux;

Reference yield: 93.0%

6,7-di(2'-methoxyethoxy)quinazoline (1208902-93-5) → 6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one (179688-29-0)

Guidance literature:

With peracetic acid; sulfuric acid; In ethanol; at 60 ℃; for 4h;

DOI:10.1080/00397911.2013.805230

Reference yield: 91.0%

ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate (179688-27-8) + trimethyl orthoformate (149-73-5) → 6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one (179688-29-0)

Guidance literature:

With ammonium acetate; In methanol; at 110 ℃; for 6h;

upstream raw materials:

ammonium formate

ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate

formamide

4,5-bis(2-methoxyethoxy)-2-nitrobenzonitrile

Downstream raw materials:

4-chloroquinazoline

erlotinib

6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline

C₂₁H₂₄ClN₃O₅

Refernces

• 1、 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.
• 2、 -. "Synthetic method of erlotinib". Paragraph 0086-0088. . Retrieved 2020/07/12.