Ethyl quinazoline-2-carboxylate

Base Information

• Chemical Name: Ethyl quinazoline-2-carboxylate
• CAS No.: 869299-42-3
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.213
• Hs Code.: 2933990090
• Mol file: 869299-42-3.mol

Synonyms:2-quinazolinecarboxylic acid, ethyl ester; Ethyl quinazoline-2-carboxylate

Chemical Property of Ethyl quinazoline-2-carboxylate

Chemical Property:

• Vapor Pressure: 2.38E-05mmHg at 25°C
• Boiling Point: 359.4°C at 760 mmHg
• Flash Point: 171.2°C
• PSA: 52.08000
• Density: 1.23g/cm³
• LogP: 1.80650
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Ethylquinazoline-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl quinazoline-2-carboxylate

There total 3 articles about Ethyl quinazoline-2-carboxylate 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: 89.0%

glyoxylic acid ethyl ester (924-44-7) + 2-amino-1-benzylamine (4403-69-4) → ethyl quinazoline-2-carboxylate (869299-42-3)

Guidance literature:

glyoxylic acid ethyl ester; 2-amino-1-benzylamine; In chloroform; at 35 ℃; for 4h;

With 3,3,3',3'-tetramethyl-2,3,2',3'-tetrahydro-[1,1']spirobiindene-5,6,5',6'-tetraol; oxygen; potassium carbonate; In chloroform; water; at 35 ℃; for 16h; under 760.051 Torr;

DOI:10.1002/adsc.201200880

Reference yield: 14.0%

ethyl 4-chloro-quinazoline-2-carboxylate (34632-69-4) → ethyl quinazoline-2-carboxylate (869299-42-3)

Guidance literature:

ethyl 4-chloro-quinazoline-2-carboxylate; With palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol; at 20 ℃; for 4h; under 775.743 Torr;

In 5,5-dimethyl-1,3-cyclohexadiene; for 3h; Reflux;

DOI:10.1016/j.bmcl.2013.07.043

Reference yield:

ethyl 4-oxo-3,4-dihydro-2-quinazolinecarboxylate (29113-33-5) → ethyl quinazoline-2-carboxylate (869299-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide; thionyl chloride / chloroform / 4.5 h / Reflux

2.1: triethylamine; palladium 10% on activated carbon; hydrogen / ethanol / 4 h / 20 °C / 775.74 Torr

2.2: 3 h / Reflux

With thionyl chloride; palladium 10% on activated carbon; hydrogen; triethylamine; N,N-dimethyl-formamide; In ethanol; chloroform;

DOI:10.1016/j.bmcl.2013.07.043

upstream raw materials:

glyoxylic acid ethyl ester

2-amino-1-benzylamine

ethyl 4-oxo-3,4-dihydro-2-quinazolinecarboxylate

ethyl 4-chloro-quinazoline-2-carboxylate

Downstream raw materials:

quinazoline-2-carboxylic acid

Refernces

• 1、 -. "SUBSTITUTED 2- AMIDOQUINAZOL-4-ONES AS MATRIX METALLOPROTEINASE-13 INHIBITORS". Paragraph 1785-1786. . Retrieved 2015/12/23.
• 2、 Yuan, Hao,Yoo, Woo-Jin,Miyamura, Hiroyuki,Kobayashi, Shu. "A cooperative catalytic system of platinum/iridium alloyed nanoclusters and a dimeric catechol derivative: An efficient synthesis of quinazolines through a sequential aerobic oxidative process". supporting information. p. 2899 - 2904. Retrieved 2013/01/15.