4-Chloro-8-methoxy-2-methylquinazoline

Base Information

• Chemical Name: 4-Chloro-8-methoxy-2-methylquinazoline
• CAS No.: 154288-17-2
• Molecular Formula: C10H9 Cl N2 O
• Molecular Weight: 208.64
• DSSTox Substance ID: DTXSID10444719
• Wikidata: Q82262961
• Mol file: 154288-17-2.mol

Synonyms:4-chloro-8-methoxy-2-methylquinazoline;154288-17-2;4-chloro-8-methoxy-2-methyl-quinazoline;Quinazoline,4-chloro-8-methoxy-2-methyl-;SCHEMBL7748193;DTXSID10444719;NVOQXCVZNXOFMM-UHFFFAOYSA-N;AKOS015911419;Quinazoline,4-chloro-8-methoxy-2-methyl;BS-53169;EN300-374436

Chemical Property of 4-Chloro-8-methoxy-2-methylquinazoline

Chemical Property:

• PSA: 35.01000
• LogP: 2.60020
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 208.0403406
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-8-methoxy-2-methylquinazoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=CC=C2OC)C(=N1)Cl

Technology Process of 4-Chloro-8-methoxy-2-methylquinazoline

There total 2 articles about 4-Chloro-8-methoxy-2-methylquinazoline 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: 64.7%

8-methoxy-2-methyl-4-oxo-3,4-dihydroquinazoline (90915-45-0) → 4-chloro-8-methoxy-2-methylquinazoline (154288-17-2)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; at 60 ℃; for 2h;

DOI:10.1021/jm980300f

Reference yield:

2-amino-3-methoxybenzoic acid (3177-80-8) → 4-chloro-8-methoxy-2-methylquinazoline (154288-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) DMAP, Et₃N, 2.) (NH₄)2CO₃ / 1.) DMF, 90 deg C, 3 h, 2.) DMF, 90 deg C, 1 h

2: 64.7 percent / POCl₃, PhNMe₂ / 2 h / 60 °C

With dmap; ammonium carbonate; N,N-dimethyl-aniline; triethylamine; trichlorophosphate;

DOI:10.1021/jm980300f

Reference yield:

4-chloro-8-methoxy-2-methylquinazoline (154288-17-2) → 8-[2,6-Dichloro-3-[N-methyl-N-[4-(methylcarbamoyl)cinnamoylglycyl]amino]benzyloxy]-2-methylquinoxaline

Guidance literature:

Multi-step reaction with 3 steps

1: 77.4 percent / H₂, Et₃N / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature

2: BBr₃ / CH₂Cl₂ / 14 h / Heating

3: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

With hydrogen; boron tribromide; sodium hydride; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1021/jm980300f

upstream raw materials:

8-methoxy-2-methyl-4-oxo-3,4-dihydroquinazoline

2-amino-3-methoxybenzoic acid

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