4-Chloro-7-fluoro-6-nitroquinazoline

Base Information

• Chemical Name: 4-Chloro-7-fluoro-6-nitroquinazoline
• CAS No.: 162012-70-6
• Molecular Formula: C8H3ClFN3O2
• Molecular Weight: 227.582
• Hs Code.: 2933990090
• European Community (EC) Number: 803-239-6
• DSSTox Substance ID: DTXSID60442467
• Nikkaji Number: J2.421.004I
• Wikidata: Q72451017
• Mol file: 162012-70-6.mol

Synonyms:4-Chloro-7-fluoro-6-nitroquinazoline;162012-70-6;4-Chloro-7-fluoro-6-nitro-quinazoline;Quinazoline, 4-chloro-7-fluoro-6-nitro-;MFCD08063159;nchembio866-comp44;C8H3ClFN3O2;4-CHLORO-6-NITRO-7-FLUORO-QUINAZOLINE;SCHEMBL25409;DTXSID60442467;UYQMNEZWVKRWMS-UHFFFAOYSA-N;BCP21434;4-chloro-7-fluor-6-nitroquinazoline;4-Chloro-6-nitro-7-fluoroquinazoline;AKOS015917848;4-chloro-7-fluoro-6-nitro quinazoline;AC-8525;MB05331;AS-38865;SY027431;A3596;AM20030091;CS-0000035;FT-0650219;4-chloro-7-fluoro-6-nitro-quinazoline, AldrichCPR;J-200171

Chemical Property of 4-Chloro-7-fluoro-6-nitroquinazoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.673
• Boiling Point: 395.292 °C at 760 mmHg
• PKA: 0.53±0.70(Predicted)
• Flash Point: 192.866 °C
• PSA: 71.60000
• Density: 1.649 g/cm³
• LogP: 2.85370
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 226.9897822
• Heavy Atom Count: 15
• Complexity: 263

Purity/Quality:

99%, ^*data from raw suppliers

4-Chloro-7-fluoro-6-nitroquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CC(=C1[N+](=O)[O-])F)N=CN=C2Cl
• Uses: 4-Chloro-7-fluoro-6-nitroquinazoline is an intermediate in the synthesis of Afatinib (A355300), an aminocrotonylamino-substituted quinazoline derivative used for treating cancer and diseases of the respiratory tract, lungs, gastrointestinal tract, bile duct, and gallbladder.

Technology Process of 4-Chloro-7-fluoro-6-nitroquinazoline

There total 7 articles about 4-Chloro-7-fluoro-6-nitroquinazoline 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: 100.0%

7-fluoro-6-nitro-4-hydroxyquinazoline (162012-69-3) → 4-chloro-7-fluoro-6-nitroquinazoline (162012-70-6)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 80 ℃; for 12h; Temperature;

Reference yield: 99.0%

7-fluoro-6-nitro-3H-quinazolin-4-one (162012-69-3) → 4-chloro-7-fluoro-6-nitroquinazoline (162012-70-6)

Guidance literature:

With thionyl chloride; trichlorophosphate; N,N-dimethyl-formamide; at 100 ℃; for 2h;

Reference yield:

4-fluoroanthranilic acid (446-32-2) → 4-chloro-7-fluoro-6-nitroquinazoline (162012-70-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 2-methoxy-ethanol / 18 h / Heating

2: 56 percent / conc. H₂SO₄, HNO₃ / 1 h / 100 °C

3: SOCl₂, DMF / 3 h / Heating

With thionyl chloride; sulfuric acid; nitric acid; N,N-dimethyl-formamide; In 2-methoxy-ethanol;

DOI:10.1021/jm950692f

upstream raw materials:

7-fluoro-6-nitro-3H-quinazolin-4-one

4-fluoroanthranilic acid

7-fluoro-3H-quinazolin-4-one

7-fluoro-6-nitro-4-hydroxyquinazoline

Downstream raw materials:

N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine

4-[N-(3-bromo-4-fluorophenyl)amino]-7-fluoro-6-nitroquinazoline

7-fluoro-4-[(3-methylphenyl)-amino]-6-nitroquinazoline

4-[(3,4-dichloro-6-fluorophenyl)amino]-7-fluoro-6-nitroquinazoline

Refernces

• 1、 -. "EFGR INHIBITOR, PREPARATION METHOD THEREFOR, AND APPLICATION THEREOF". Page/Page column 34-35. . Retrieved 2022/02/24.
• 2、 -. "ALKYNYL QUINAZOLINE COMPOUNDS". Paragraph 0742; 0914; 0938; 0965; 0971; 0988; 0991; 1039. . Retrieved 2021/02/19.