7-Chloro-1,8-naphthyridin-2-amine

Base Information

• Chemical Name: 7-Chloro-1,8-naphthyridin-2-amine
• CAS No.: 15944-33-9
• Molecular Formula: C8H6 Cl N3
• Molecular Weight: 179.609
• Hs Code.: 2933990090
• European Community (EC) Number: 240-078-5
• DSSTox Substance ID: DTXSID10166661
• Nikkaji Number: J219.907F
• Wikidata: Q83035864
• Mol file: 15944-33-9.mol

Synonyms:7-Chloro-1,8-naphthyridin-2-amine;15944-33-9;2-Amino-7-chloro-1,8-naphthyridine;EINECS 240-078-5;SCHEMBL6412343;DTXSID10166661;2-amino-7chloro-1,8-naphthyridine;2-amino-7-chloro-1,8-napthyridine;2-chloro-7-amino-1,8-napthyridine;MFCD11878574;AKOS006343105;PS-11579;CS-0215919;FT-0707147;D79935;EN300-310110;A922346;Z1201626038

Chemical Property of 7-Chloro-1,8-naphthyridin-2-amine

Chemical Property:

• Vapor Pressure: 4.18E-05mmHg at 25°C
• Melting Point: 179-182 °C(Solv: acetone (67-64-1))
• Boiling Point: 351.2°Cat760mmHg
• PKA: 4.21±0.30(Predicted)
• Flash Point: 166.2°C
• PSA: 51.80000
• Density: 1.445g/cm³
• LogP: 2.44660
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 179.0250249
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

7-chloro-1,8-naphthyridin-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC2=C1C=CC(=N2)Cl)N

Technology Process of 7-Chloro-1,8-naphthyridin-2-amine

There total 3 articles about 7-Chloro-1,8-naphthyridin-2-amine 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: 60.0%

2-amino-7-hydroxy-1,8-naphthyridine (1931-44-8) → 2-chloro-7-amino-1,8-naphthyridine (15944-33-9)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; for 8h; Reflux; Inert atmosphere;

DOI:10.1021/acs.organomet.1c00188

Reference yield: 60.0%

2-amino-8H-7-oxo-[1,8]-naphthyridine (1931-44-8) → 2-chloro-7-amino-1,8-naphthyridine (15944-33-9)

Guidance literature:

With trichlorophosphate; for 4h; Heating;

DOI:10.3390/10080929

Reference yield:

2.6-diaminopyridine (141-86-6) → 2-chloro-7-amino-1,8-naphthyridine (15944-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 0 - 110 °C

2: trichlorophosphate / 4 h / Reflux

With sulfuric acid; trichlorophosphate;

DOI:10.1039/c1ob06630g

upstream raw materials:

2-amino-8H-7-oxo-[1,8]-naphthyridine

2.6-diaminopyridine

2-amino-7-hydroxy-1,8-naphthyridine

Downstream raw materials:

2-amino-7-benzylamino-1,8-naphthyridine

2-amino-7-azido-1,8-naphthyridine

2,7-bisamino-1,8-naphthyridine

C₁₆H₁₁N₃

Refernces

• 1、 Chen, Po-Hao,Liu, Yi-Hung,Liu, Shiuh-Tzung. "Naphthyridine-based iridium complexes: Structures and catalytic activity on alkylation of aryl ketones". . p. 972 - 981. Retrieved 2019/05/24.
• 2、 Goswami, Shyamaprosad,Mukherjee, Reshmi,Mukherjee, Rakhi,Jana, Subrata,Maity, Annada C.,Adak, Avijit Kumar. "Simple and efficient synthesis of 2,7-difunctionalized-1,8-naphthyridines". . p. 929 - 936. Retrieved 2007/10/03.