2-Chloro-1,8-naphthyridine

Base Information

• Chemical Name: 2-Chloro-1,8-naphthyridine
• CAS No.: 15936-10-4
• Molecular Formula: C8H5ClN2
• Molecular Weight: 164.594
• Hs Code.: 2933998090
• European Community (EC) Number: 860-279-7
• DSSTox Substance ID: DTXSID30408919
• Nikkaji Number: J2.216.084B
• Wikidata: Q82214534
• Mol file: 15936-10-4.mol

Synonyms:2-chloro-1,8-naphthyridine;15936-10-4;1,8-Naphthyridine, 2-chloro-;MFCD00234390;1,8-Naphthyridine,2-chloro-;2-chloro-naphthyridine;1,8-Naphthyridine,2-chloro;SCHEMBL169736;2-Chloro-[1,8]naphthyridine;DTXSID30408919;HTIZLJISEUYGSA-UHFFFAOYSA-N;2-Chloro-1 pound not8-naphthyridine;AKOS005135734;AB05225;CS-W021633;AS-59314;SY114251;FT-0646934;F20209;EN300-1197926;A847234;J-508597;F2147-3460

Chemical Property of 2-Chloro-1,8-naphthyridine

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 138-139 °C
• Refractive Index: 1.663
• Boiling Point: 281.489 °C at 760 mmHg
• PKA: 2.04±0.30(Predicted)
• Flash Point: 151.002 °C
• PSA: 25.78000
• Density: 1.35 g/cm³
• LogP: 2.28320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 164.0141259
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-1,8-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=C1)N=C(C=C2)Cl

Technology Process of 2-Chloro-1,8-naphthyridine

There total 5 articles about 2-Chloro-1,8-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: 75.0%

1,8-naphthyridine-2(1H)-one (15936-09-1) → 2-chloro-1,8-naphthyridine (15936-10-4)

Guidance literature:

With trichlorophosphate; at 110 ℃; for 1.5h;

DOI:10.1021/ja512112j

Reference yield:

2-hydroxy-1,8-naphthyridine (15936-09-1) → 2-chloro-1,8-naphthyridine (15936-10-4)

Guidance literature:

With trichlorophosphate; Reflux;

Reference yield:

2-Aminonicotinaldehyde (7521-41-7) → 2-chloro-1,8-naphthyridine (15936-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / Reflux

2: sodium ethanolate / ethanol / 2 h / Reflux

3: trichlorophosphate / Reflux

With sodium ethanolate; trichlorophosphate; In methanol; ethanol;

upstream raw materials:

1,8-naphthyridine-2(1H)-one

2-Aminonicotinaldehyde

(E)-methyl 3-(2-aminopyridin-3-yl)acrylate

2-hydroxy-1,8-naphthyridine

Downstream raw materials:

2-phenyl-1,8-naphthyridine

binaphthyridylamine

[1,8]naphthyridin-2-ylamine

Refernces

• 1、 Dziedzic, Pawel,Cisneros, José A.,Robertson, Michael J.,Hare, Alissa A.,Danford, Nadia E.,Baxter, Richard H. G.,Jorgensen, William L.. "Design, synthesis, and protein crystallography of biaryltriazoles as potent tautomerase inhibitors of macrophage migration inhibitory factor". supporting information. p. 2996 - 3003. Retrieved 2015/03/18.
• 2、 -. "SUBSTITUTED NITROGEN-CONTAINING SIX-MEMBERED AMINO-HETEROCYCLES AS VANILLOID-1 RECEPTOR ANTAGONISTS FOR TREATING PAIN". Page/Page column 50. . Retrieved 2010/02/11.