4-Chloro-6,7-bis-(2-chloroethoxy)quinazoline

Base Information

• Chemical Name: 4-Chloro-6,7-bis-(2-chloroethoxy)quinazoline
• CAS No.: 183322-21-6
• Molecular Formula: C₁₂H₁₁Cl₃N₂O₂
• Molecular Weight: 321.591
• DSSTox Substance ID: DTXSID90596528
• Wikidata: Q82491809
• Mol file: 183322-21-6.mol

Synonyms:183322-21-6;4-Chloro-6,7-bis-(2-chloroethoxy)quinazoline;4-chloro-6,7-bis(2-chloroethoxy)Quinazoline;SCHEMBL1507564;DTXSID90596528;WXAZLCUYDRYLFC-UHFFFAOYSA-N;AKOS027447490;DB-065439;CS-0163970;F19357;4-Chloro-6,7-bis-(2-chloro-ethoxy)-quinazoline;4-chloro-6,7-bis(2-chloroethoxy)quinazoline? (Erlotinib Impurity pound(c)

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

Chemical Property:

• Vapor Pressure: 4.61E-08mmHg at 25°C
• Refractive Index: 1.602
• Boiling Point: 455.8 °C at 760 mmHg
• Flash Point: 229.5 °C
• PSA: 44.24000
• Density: 1.424 g/cm³
• LogP: 3.51840
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 319.988611
• Heavy Atom Count: 19
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CC(=C1OCCCl)OCCCl)N=CN=C2Cl
• Uses: An intermediate in the synthesis of Erlotinib.

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

There total 5 articles about 4-Chloro-6,7-bis-(2-chloroethoxy)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:

Ethyl protocatechuate (3943-89-3) → 4-chloro-7-(2-chloro-ethoxy)-6-(2-methoxy-ethoxy)-quinazoline + 4-chloro-6,7-bis-(2-chloro-ethoxy)-quinazoline (183322-21-6)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate; tetra-(n-butyl)ammonium iodide / acetone / 64 h / Inert atmosphere; Reflux

2: acetic acid; nitric acid / 24 h / 5 °C

3: hydrogenchloride; hydrogen; platinum(IV) oxide hydrate / water; ethanol / 6 h / 2327.23 Torr

4: ammonium formate / 3 h / 160 - 165 °C / Inert atmosphere

5: pyridine; trichlorophosphate / 2.5 h / Inert atmosphere

With pyridine; hydrogenchloride; platinum(IV) oxide hydrate; hydrogen; nitric acid; ammonium formate; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; trichlorophosphate; In ethanol; water; acetone;

Reference yield:

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester (183322-16-9) → 4-chloro-7-(2-chloro-ethoxy)-6-(2-methoxy-ethoxy)-quinazoline + 4-chloro-6,7-bis-(2-chloro-ethoxy)-quinazoline (183322-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; nitric acid / 24 h / 5 °C

2: hydrogenchloride; hydrogen; platinum(IV) oxide hydrate / water; ethanol / 6 h / 2327.23 Torr

3: ammonium formate / 3 h / 160 - 165 °C / Inert atmosphere

4: pyridine; trichlorophosphate / 2.5 h / Inert atmosphere

With pyridine; hydrogenchloride; platinum(IV) oxide hydrate; hydrogen; nitric acid; ammonium formate; acetic acid; trichlorophosphate; In ethanol; water;

upstream raw materials:

Ethyl protocatechuate

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

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

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

Refernces