4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline

Base Information

• Chemical Name: 4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline
• CAS No.: 183322-19-2
• Molecular Formula: C13H14Cl2N2O3
• Molecular Weight: 317.16786
• UNII: 2UEM9RP6JA
• DSSTox Substance ID: DTXSID30596527
• Wikidata: Q82491808
• Mol file: 183322-19-2.mol

Synonyms:183322-19-2;4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline;4-CHLORO-6-(2-CHLORO-ETHOXY)-7-(2-METHOXY-ETHOXY)-QUINAZOLINE;RORJMEOQKVOQBC-UHFFFAOYSA-N;2UEM9RP6JA;SCHEMBL1507495;DTXSID30596527;4-chloro-6-(2-chloroethoxy)-7-(2-methoxy-ethoxy)quinazoline;AKOS027447488;DB-262995;CS-0164639;4-chloro-6(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline;4-chloro-6-(2-chloro-ethoxy)-7-(2-methoxyethoxy)-quinazoline;Quinazoline, 4-chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)-;4-chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline? (Erlotinib Impurity pound(c)

Chemical Property of 4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline

Chemical Property:

• Vapor Pressure: 6.83E-08mmHg at 25°C
• Boiling Point: 450.8°C at 760 mmHg
• Flash Point: 226.4°C
• PSA: 53.47000
• Density: 1.337g/cm³
• LogP: 2.92600
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 316.0381477
• Heavy Atom Count: 20
• Complexity: 286

Purity/Quality:

96% ^*data from raw suppliers

4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOC1=C(C=C2C(=C1)N=CN=C2Cl)OCCCl
• Uses: 4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline (cas# 183322-19-2) is a compound useful in organic synthesis.

Technology Process of 4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline

There total 7 articles about 4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline 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:

6,7-bis(2-methoxyethoxy)quinazolone → 4-chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline (183322-19-2) + 4-chloro-7-(2-chloro-ethoxy)-6-(2-methoxy-ethoxy)-quinazoline + 4-chloro-6,7-bis-(2-chloro-ethoxy)-quinazoline (183322-21-6) + 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline (183322-18-1)

Guidance literature:

With pyridine; trichlorophosphate; for 2.5h; Inert atmosphere;

Reference yield:

6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone (179688-29-0) → 4-chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline (183322-19-2)

Guidance literature:

With triethylamine; trichlorophosphate; In toluene; at 70 - 80 ℃;

DOI:10.1007/s11164-012-0757-9

Reference yield:

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester (183322-16-9) → 4-chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline (183322-19-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; nitric acid / acetic acid / 15 - 35 °C

2.1: hydrogen; platinum on carbon / methanol / 20 - 40 °C / 760.05 Torr

3.1: N,N-dimethyl-formamide / 10 h / 130 - 140 °C

3.2: 65 - 80 °C

4.1: trichlorophosphate; triethylamine / toluene / 70 - 80 °C

With sulfuric acid; platinum on carbon; hydrogen; nitric acid; triethylamine; N,N-dimethyl-formamide; trichlorophosphate; In methanol; acetic acid; toluene;

DOI:10.1007/s11164-012-0757-9

upstream raw materials:

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

2-nitro-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester

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

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