8-Bromo-5-chloro-1,6-naphthyridine

Base Information

• Chemical Name: 8-Bromo-5-chloro-1,6-naphthyridine
• CAS No.: 909649-12-3
• Molecular Formula: C₈H₄BrClN₂
• Molecular Weight: 243.49
• Hs Code.: 2933990090
• European Community (EC) Number: 812-139-1
• DSSTox Substance ID: DTXSID80582253
• Wikidata: Q82473617
• Mol file: 909649-12-3.mol

Synonyms:8-Bromo-5-chloro-1,6-naphthyridine;909649-12-3;MFCD08567949;SCHEMBL21979412;DTXSID80582253;AMY24099;5-Chloro-8-bromo-1,6-naphthyridine;AKOS015834733;AS-37417;SY045960;CS-0144218;EN300-2279354;A843683

Chemical Property of 8-Bromo-5-chloro-1,6-naphthyridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.691
• Boiling Point: 343.473°C at 760 mmHg
• Flash Point: 161.527°C
• PSA: 25.78000
• Density: 1.763g/cm³
• LogP: 3.04570
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 241.92464
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

98%min ^*data from raw suppliers

8-Bromo-5-chloro-1,6-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=CN=C2Cl)Br)N=C1

Technology Process of 8-Bromo-5-chloro-1,6-naphthyridine

There total 6 articles about 8-Bromo-5-chloro-1,6-naphthyridine 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: 31.0%

8-bromo-5,6-dihydro-1,6-naphthyridin-5-one (155057-97-9) → 4-bromo-1-chloro-1,6-naphthyridine (909649-12-3)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 28h;

DOI:10.1002/jhet.5570430525

Reference yield:

potassium 2-methylnicotinate → 4-bromo-1-chloro-1,6-naphthyridine (909649-12-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: (COCl)2 / benzene / 19 h / 25 °C

2.1: 58.5 g / NH₃ / CH₂Cl₂ / 1.58 h / 5 - 15 °C

3.1: 2 h / 50 °C

3.2: NaH / dimethylformamide / 2.5 h / 80 °C

3.3: 48 percent / HCl / H₂O / 3 h / 0 - 5 °C / pH 7.2

4.1: 86 percent / NBS / 1,2-dichloro-ethane / 3.5 h / 25 °C

5.1: 31 percent / POCl₃ / 28 h / 100 °C

With N-Bromosuccinimide; oxalyl dichloride; ammonia; trichlorophosphate; In dichloromethane; 1,2-dichloro-ethane; benzene;

DOI:10.1002/jhet.5570430525

Reference yield:

2-methylnicotinamide (58539-65-4) → 4-bromo-1-chloro-1,6-naphthyridine (909649-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2 h / 50 °C

1.2: NaH / dimethylformamide / 2.5 h / 80 °C

1.3: 48 percent / HCl / H₂O / 3 h / 0 - 5 °C / pH 7.2

2.1: 86 percent / NBS / 1,2-dichloro-ethane / 3.5 h / 25 °C

3.1: 31 percent / POCl₃ / 28 h / 100 °C

With N-Bromosuccinimide; trichlorophosphate; In 1,2-dichloro-ethane;

DOI:10.1002/jhet.5570430525

upstream raw materials:

8-bromo-5,6-dihydro-1,6-naphthyridin-5-one

2-methylnicotinamide

1,6-naphthyridine-5(6H)-one

methyl 2-methylnicotinate

Refernces