183322-19-2

Basic information

• Product Name: 4-CHLORO-6-(2-CHLORO-ETHOXY)-7-(2-METHOXY-ETHOXY)-QUINAZOLINE
• Synonyms: 4-CHLORO-6-(2-CHLORO-ETHOXY)-7-(2-METHOXY-ETHOXY)-QUINAZOLINE;6-(2-chloroethoxy)-7-(2-Methoxyethoxy)-4-chloroquinazoline;Erlotinib impurity 2 (4-Chloro-6-(2-Chloroethoxy)-7-(2-Methoxyethoxy)-Quinazoline);Erlotinib Impurity 8;Erlotinib impurity K
• CAS NO: 183322-19-2
• Molecular Formula: C13H14Cl2N2O3
• Molecular Weight: 317.16786
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 183322-19-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 450.8°C at 760 mmHg
• Flash Point: 226.4°C
• Appearance: /
• Density: 1.337g/cm³
• Vapor Pressure: 6.83E-08mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: 4-CHLORO-6-(2-CHLORO-ETHOXY)-7-(2-METHOXY-ETHOXY)-QUINAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-6-(2-CHLORO-ETHOXY)-7-(2-METHOXY-ETHOXY)-QUINAZOLINE(183322-19-2)
• EPA Substance Registry System: 4-CHLORO-6-(2-CHLORO-ETHOXY)-7-(2-METHOXY-ETHOXY)-QUINAZOLINE(183322-19-2)

Safety Data

• Hazardous Substances Data: 183322-19-2(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

4-Chloro-6-(2-chloroethoxy)-7-(2-methoxyethoxy)quinazoline (cas# 183322-19-2) is a compound useful in organic synthesis.

InChI:InChI=1/C13H14Cl2N2O3/c1-18-4-5-20-12-7-10-9(13(15)17-8-16-10)6-11(12)19-3-2-14/h6-8H,2-5H2,1H3

Upstream product

• 183322-16-9 3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester 
• 179688-26-7 2-nitro-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester 
• 179688-29-0 6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone 
• 183322-17-0 ethyl 2-amino-4,5-bis-(2-methoxyethoxy)benzoate hydrochloride 
• 3943-89-3 Ethyl protocatechuate 
• 179688-29-0 6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one 

Relevant articles and documents

New synthetic route of two active isomeric metabolites of erlotinib and their bioactivity studies against several tumor cell lines

The synthesis and differential antiproliferative activity of two active isomeric metabolites of erlotinib were investigated. This synthetic process had demonstrated to avoid the unstable 4-chloroquinazoline intermediates and long procedures. New intermedi

Isolation of highly pure erlotinib hydrochloride by recrystallization after nucleophilic substitution of an impurity with piperazine

Optimized synthesis and purification of erlotinib hydrochloride (N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazoline-4-amine hydrochloride) were studied. Highly polar piperazine was used in a nucleophilic substitution reaction with the chlorinated intermediate byproduct N-(3-ethynylphenyl)-6(2- chloroethoxy)-7-(2-methoxyethoxy)quinazolin-4-amine hydrochloride. As a result, N-(3-ethynylphenyl)-6(2-chloroethoxy)-7-(2-methoxyethoxy)quinazolin-4-amine hydrochloride was completely transformed to N-(3-ethynylphenyl)-6(2- piperzinoethoxy)-7-(2-methoxyethoxy)quinazolin-4-amine hydrochloride. The polarity of N-(3-ethynylphenyl)-6(2-piperzinoethoxy)-7-(2-methoxyethoxy) quinazolin-4-amine hydrochloride was changed, and its molecule was enlarged. It was easy to remove this larger, more polar, compound by recrystallization. Highly pure erlotinib hydrochloride was obtained with low impurity content (99.9 %.