4-Chloro-6,7,8-trimethoxyquinazoline

Base Information

• Chemical Name: 4-Chloro-6,7,8-trimethoxyquinazoline
• CAS No.: 33371-00-5
• Molecular Formula: C11H11ClN2O3
• Molecular Weight: 254.673
• Hs Code.: 2933990090
• European Community (EC) Number: 251-481-0
• NSC Number: 345681
• UNII: 3F9BXQ4BGK
• DSSTox Substance ID: DTXSID60186995
• Nikkaji Number: J308.478G
• Wikidata: Q72460542
• Mol file: 33371-00-5.mol

Synonyms:4-Chloro-6,7,8-trimethoxyquinazoline;33371-00-5;Quinazoline, 4-chloro-6,7,8-trimethoxy-;EINECS 251-481-0;3F9BXQ4BGK;NSC-345681;NSC345681;UNII-3F9BXQ4BGK;SCHEMBL856422;DTXSID60186995;MFCD09834424;AKOS016007656;O(C)c1c(OC)c(OC)cc2c(Cl)ncnc12;NSC 345681;4-Chloro-6,7,8-trimethoxy-quinazoline;AC-23719;A5952;AM20080757;CS-0451261;FT-0721303;J-515084

Chemical Property of 4-Chloro-6,7,8-trimethoxyquinazoline

Chemical Property:

• Vapor Pressure: 2.05E-05mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 372.5 °C at 760 mmHg
• Flash Point: 179.1 °C
• PSA: 53.47000
• Density: 1.313g/cm³
• LogP: 2.30900
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 254.0458199
• Heavy Atom Count: 17
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-6,7,8-trimethoxyquinazoline 95+% ^*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)Cl)OC)OC

Technology Process of 4-Chloro-6,7,8-trimethoxyquinazoline

There total 9 articles about 4-Chloro-6,7,8-trimethoxyquinazoline 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: 63.0%

6,7,8-Trimethoxy-4(3H)-quinazolinone (16064-19-0) → 4-chloro-6,7,8-trimethoxy-quinazoline (33371-00-5)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; for 3h; Heating;

DOI:10.1002/jhet.5570450320

Reference yield:

3,4,5-trimethoxyanthranilic acid (61948-85-4) → 4-chloro-6,7,8-trimethoxy-quinazoline (33371-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 h / 170 °C

2: POCl₃, dimethylaniline / toluene / 4 h / Heating

With 2,3-Dimethylaniline; trichlorophosphate; In toluene;

DOI:10.1016/0968-0896(96)00107-1

Reference yield:

Eudesmic acid (118-41-2) → 4-chloro-6,7,8-trimethoxy-quinazoline (33371-00-5)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid / neat (no solvent) / 5 h / Reflux

2: nitric acid / neat (no solvent) / 2.5 h / 10 - 80 °C

3: sodium hydroxide / ethanol / 45 - 50 °C

4: iron; acetic acid / methanol / 0.75 h / 50 - 60 °C / Inert atmosphere

5: neat (no solvent) / 6 h / 120 - 140 °C

6: trichlorophosphate / N,N-dimethyl-aniline / 3 h / Reflux

With sulfuric acid; nitric acid; iron; acetic acid; sodium hydroxide; trichlorophosphate; In methanol; ethanol; N,N-dimethyl-aniline;

DOI:10.1016/j.bmcl.2018.05.033

upstream raw materials:

6,7,8-Trimethoxy-4(3H)-quinazolinone

3,4,5-trimethoxyanthranilic acid

formamide

methyl 3,4,5-trimethoxyanthranilate

Downstream raw materials:

4-(4-Chlorobenzyl)amino-6,7,8-trimethoxyquinazoline

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