5,7-Dichloro-1,6-naphthyridine

Base Information

• Chemical Name: 5,7-Dichloro-1,6-naphthyridine
• CAS No.: 337958-60-8
• Molecular Formula: C8H4Cl2N2
• Molecular Weight: 199.039
• Hs Code.: 2933990090
• European Community (EC) Number: 691-542-2
• DSSTox Substance ID: DTXSID10480354
• Nikkaji Number: J3.100.951K
• Wikidata: Q72467020
• Mol file: 337958-60-8.mol

Synonyms:5,7-dichloro-1,6-naphthyridine;337958-60-8;MFCD11518965;SCHEMBL2588073;5,7-dichloro-1,6-napthyridine;DTXSID10480354;HNRPBMNTCYRAJD-UHFFFAOYSA-N;5,7-Dichloro-[1,6]naphthyridine;AMY15320;BCP14732;AKOS006323254;CS-W019656;GS-3948;PB34610;SY017345;FT-0646132;4-Hydroxy-2-methyl-quinoline-6-carboxylicacid;A821947;J-516554

Chemical Property of 5,7-Dichloro-1,6-naphthyridine

Chemical Property:

• Appearance/Colour: Yellow solid
• Refractive Index: 1.671
• Boiling Point: 344.503 °C at 760 mmHg
• PKA: 0.82±0.30(Predicted)
• Flash Point: 192.885 °C
• PSA: 25.78000
• Density: 1.487 g/cm³
• LogP: 2.93660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.9751535
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99%, ^*data from raw suppliers

5,7-dichloro-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(N=C(C=C2N=C1)Cl)Cl

Technology Process of 5,7-Dichloro-1,6-naphthyridine

There total 4 articles about 5,7-Dichloro-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:

1,6-naphthyridin-5,7(6H,8H)-dione (1345461-33-7) → 5,7-dichloro-1,6-diazanaphthalene (337958-60-8)

Guidance literature:

With tetramethlyammonium chloride; trichlorophosphate; at 30 - 103.5 ℃; for 36h;

Reference yield:

(E)-3-(dimethylamino)acrolein (927-63-9,692-32-0) + N-(2,6-dichloro-4-pyridinyl)-2,2-dimethylpropanamide (1345456-45-2) → 5,7-dichloro-1,6-diazanaphthalene (337958-60-8)

Guidance literature:

N-(2,6-dichloro-4-pyridinyl)-2,2-dimethylpropanamide; With n-butyllithium; In tetrahydrofuran; hexanes; at -70 - -60 ℃; for 1.5h; Inert atmosphere;

(E)-3-(dimethylamino)acrolein; In tetrahydrofuran; hexanes; at -70 - 20 ℃; Product distribution / selectivity;

Reference yield:

2-chloronicotinic acid (2942-59-8) → 5,7-dichloro-1,6-diazanaphthalene (337958-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / isopropyl alcohol / 30 - 40 °C / Inert atmosphere

1.2: 4 h / 35 - 78 °C / Inert atmosphere

2.1: tetramethlyammonium chloride; trichlorophosphate / 36 h / 30 - 103.5 °C

With potassium tert-butylate; tetramethlyammonium chloride; trichlorophosphate; In isopropyl alcohol;

upstream raw materials:

2,6-dichloro-[4]pyridylamine

2-chloronicotinic acid

(E)-3-(dimethylamino)acrolein

N-(2,6-dichloro-4-pyridinyl)-2,2-dimethylpropanamide

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