3-Chloro-1,8-naphthyridine

Base Information

• Chemical Name: 3-Chloro-1,8-naphthyridine
• CAS No.: 35170-93-5
• Molecular Formula: C₈H₅ClN₂
• Molecular Weight: 164.594
• Hs Code.: 2933998090
• European Community (EC) Number: 688-926-7
• DSSTox Substance ID: DTXSID20470589
• Wikidata: Q82298738
• Mol file: 35170-93-5.mol

Synonyms:3-chloro-1,8-naphthyridine;35170-93-5;3-chloronaphthyridine;SCHEMBL1519321;DTXSID20470589;MFCD08235028;AKOS006284257;DS-14620;CS-0186798;C74810

Chemical Property of 3-Chloro-1,8-naphthyridine

Chemical Property:

• PSA: 25.78000
• LogP: 2.28320
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• 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:

99%, ^*data from raw suppliers

3-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=CC(=CN=C2N=C1)Cl

Technology Process of 3-Chloro-1,8-naphthyridine

There total 3 articles about 3-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: 77.0%

(E)-3-(dimethylamino)acrolein (927-63-9,692-32-0) + N-(5-Chloro-pyridin-2-yl)-2,2-dimethylpropanamide (86847-83-8) → 3-chloro-1,8-naphthyridine (35170-93-5)

Guidance literature:

N-(5-Chloro-pyridin-2-yl)-2,2-dimethylpropanamide; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 3h;

(E)-3-(dimethylamino)acrolein; In tetrahydrofuran; hexane; at -70 - 0 ℃; for 3h;

With hydrogenchloride; at 80 - 90 ℃; for 0.75h;

DOI:10.1055/s-2006-926229

Reference yield: 50.0%

tert-butyl (5-chloropyridin-2-yl)carbamate (354503-86-9) + (E)-3-(dimethylamino)acrolein (927-63-9,692-32-0) → 3-chloro-1,8-naphthyridine (35170-93-5)

Guidance literature:

tert-butyl (5-chloropyridin-2-yl)carbamate; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -50 ℃; for 1h;

(E)-3-(dimethylamino)acrolein; In tetrahydrofuran; hexane; at -70 ℃; for 1.5h;

With hydrogenchloride; for 3h; Heating;

DOI:10.1055/s-2006-926229

Reference yield:

→ 3-chloro-1,8-naphthyridine (35170-93-5)

Guidance literature:

2-(p-Toluolsulfonyl)hydrazid-3-chlor-1,8-naphthyridin-hydrobromid 7, wss. Na2CO3, (neben Naphthyridin 3);

upstream raw materials:

tert-butyl (5-chloropyridin-2-yl)carbamate

(E)-3-(dimethylamino)acrolein

N-(5-Chloro-pyridin-2-yl)-2,2-dimethylpropanamide

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