1,8-Naphthyridin-2-amine

Base Information

• Chemical Name: 1,8-Naphthyridin-2-amine
• CAS No.: 15992-83-3
• Molecular Formula: C8H7N3
• Molecular Weight: 145.164
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20400260
• Nikkaji Number: J82.472K
• Wikidata: Q72493847
• Mol file: 15992-83-3.mol

Synonyms:2-A-N cpd;2-amino-1,8-naphthyridine

Chemical Property of 1,8-Naphthyridin-2-amine

Chemical Property:

• Vapor Pressure: 0.000276mmHg at 25°C
• Melting Point: 139-141 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.723
• Boiling Point: 322.6 °C at 760 mmHg
• PKA: 5.09±0.30(Predicted)
• Flash Point: 175 °C
• PSA: 51.80000
• Density: 1.292 g/cm³
• LogP: 1.79320
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 145.063997236
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

97% ^*data from raw suppliers

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=CC2=C(N=C1)N=C(C=C2)N

Technology Process of 1,8-Naphthyridin-2-amine

There total 10 articles about 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: 83.0%

2-chloro-1,8-naphthyridine (15936-10-4) → [1,8]naphthyridin-2-ylamine (15992-83-3)

Guidance literature:

With ammonia; at 150 ℃; for 3h;

Reference yield: 72.0%

2.6-diaminopyridine (141-86-6) + malonaldehydebis(dimethylacetal) (102-52-3) → [1,8]naphthyridin-2-ylamine (15992-83-3)

Guidance literature:

With phosphoric acid; at 70 - 75 ℃; for 0.666667h; Reagent/catalyst; Temperature;

Reference yield: 21.0%

2.6-diaminopyridine (141-86-6) + 3-dimethylaminoacrolein (927-63-9) → [1,8]naphthyridin-2-ylamine (15992-83-3)

Guidance literature:

at 120 ℃; for 10h;

upstream raw materials:

1,8-naphthyridine

2-chloro-1,8-naphthyridine

2.6-diaminopyridine

malonaldehydebis(dimethylacetal)

Downstream raw materials:

2-hydroxy-1,8-naphthyridine

2-hydroxy-3-nitro-1,8-naphthyridine

binaphthyridylamine

2-acetylamino-1,8-naphthyridine-7-carboxaldehyde

Refernces

Complexation-induced unfolding of heterocyclic ureas. Simple foldamers equilibrate with multiply hydrogen-bonded sheetlike structures

10.1021/ja010638q

The research aimed to study the conformational behavior and hydrogen-bonding interactions of heterocyclic ureas. The purpose was to understand the folding and unfolding processes of these molecules, which could mimic the helix-to-sheet transition seen in peptides and potentially in hypothetical naphthyridinylurea oligomers. The study involved the synthesis of various heterocyclic ureas (1-7) and their hydrogen-bonding complements, using chemicals such as 2-aminopyridine, aminonaphthyridine, triphosgene, 4-(dimethylamino)pyridine (DMAP), and butyl isocyanate. The conclusions revealed that these ureas can form intramolecular hydrogen bonds, leading to folded structures, but can also unfold and form multiply hydrogen-bonded complexes under certain conditions, such as high concentrations or in the presence of complementary molecules.

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