4-Chloro-6,7-dimethoxyquinazolin-2-amine

Base Information

• Chemical Name: 4-Chloro-6,7-dimethoxyquinazolin-2-amine
• CAS No.: 221698-39-1
• Molecular Formula: C10H10ClN3O2
• Molecular Weight: 239.66
• Hs Code.: 2933990090
• European Community (EC) Number: 886-508-0
• DSSTox Substance ID: DTXSID90444075
• Wikidata: Q82262086
• Mol file: 221698-39-1.mol

Synonyms:4-Chloro-6,7-dimethoxyquinazolin-2-amine;221698-39-1;2-AMINO-4-CHLORO-6,7-DIMETHOXYQUINAZOLINE;4-CHLORO-6,7-DIMETHOXY-QUINAZOLIN-2-YLAMINE;4-Chloro-6,7-dimethoxy-2-quinazolinamine;SCHEMBL19891460;DTXSID90444075;AMY42379;WIA69839;MFCD08458444;AKOS016006998;DS-2551;SB35534;SY114318;FT-0738693

Chemical Property of 4-Chloro-6,7-dimethoxyquinazolin-2-amine

Chemical Property:

• PSA: 70.99000
• LogP: 1.81270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 239.0461543
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-Chloro-6,7-dimethoxy-quinazolin-2-ylamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=NC(=N2)N)Cl)OC

Technology Process of 4-Chloro-6,7-dimethoxyquinazolin-2-amine

There total 2 articles about 4-Chloro-6,7-dimethoxyquinazolin-2-amine 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: 38.0%

2-amino-6,7-dimethoxyquinolizin-4(3H)-one (16175-67-0) → 2-amino-4-chloro-6,7-dimethoxyquinazoline (221698-39-1)

Guidance literature:

With trichlorophosphate; for 8h; Heating;

DOI:10.1021/jm9503613

Reference yield:

methyl 2-amino-4,5-dimethoxybenzoate (26759-46-6) → 2-amino-4-chloro-6,7-dimethoxyquinazoline (221698-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / conc. HCl / dioxane / 7.5 h / 80 °C

2: 38 percent / POCl₃ / 8 h / Heating

With hydrogenchloride; trichlorophosphate; In 1,4-dioxane;

DOI:10.1021/jm9503613

Reference yield: 48.0%

3-ethynyl-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide (957147-18-1) + 2-amino-4-chloro-6,7-dimethoxyquinazoline (221698-39-1) → HSN325

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 50 ℃; for 12.1667h; Inert atmosphere;

DOI:10.1002/cmdc.201700829

upstream raw materials:

2-amino-6,7-dimethoxyquinolizin-4(3H)-one

methyl 2-amino-4,5-dimethoxybenzoate

Refernces