3-Chlorocinnoline

Base Information

• Chemical Name: 3-Chlorocinnoline
• CAS No.: 17404-90-9
• Molecular Formula: C8H5ClN2
• Molecular Weight: 164.59200
• Hs Code.: 2933990090
• European Community (EC) Number: 928-772-2,865-425-3
• DSSTox Substance ID: DTXSID20458266
• Nikkaji Number: J1.604.904B
• Wikidata: Q82281471
• Mol file: 17404-90-9.mol

Synonyms:3-chlorocinnoline;17404-90-9;Cinnoline, 3-chloro-;chlorocinnoline;SCHEMBL2781561;DTXSID20458266;REUOCJLVDZPJEK-UHFFFAOYSA-N;AMY28726;MFCD01646204;AKOS023250170;AS-57286;CS-0034707;FT-0749342;EN300-206951;A881717;Z1255399482

Chemical Property of 3-Chlorocinnoline

Chemical Property:

• Melting Point: 90-91 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 301.7±34.0 °C(Predicted)
• PKA: 0.95±0.10(Predicted)
• PSA: 25.78000
• Density: 1.349±0.06 g/cm3(Predicted)
• LogP: 2.28320
• XLogP3: 1.6
• 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:

98%min ^*data from raw suppliers

3-Chlorocinnoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N=N2)Cl

Technology Process of 3-Chlorocinnoline

There total 4 articles about 3-Chlorocinnoline 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: 91.0%

3-hydroxycinnoline (31777-46-5) → 3-chlorocinnoline (17404-90-9)

Guidance literature:

With trichlorophosphate; for 240h; Heating;

DOI:10.1016/j.tet.2004.05.059

Reference yield:

toluene-4-sulfonic acid-[N'-(3-chloro-cinnolin-4-yl)-hydrazide] → 3-chlorocinnoline (17404-90-9)

Guidance literature:

With sodium carbonate;

DOI:10.1039/jr9530000609

Reference yield:

3,4-dichloro-cinnoline (130111-80-7) → 3-chlorocinnoline (17404-90-9)

Guidance literature:

Multi-step reaction with 2 steps

2: aqueous Na₂CO₃

With sodium carbonate;

DOI:10.1039/jr9530000609

upstream raw materials:

3-hydroxycinnoline

3,4-dichloro-cinnoline

Downstream raw materials:

3-p-tolylsulfanylcinnoline

3-p-tolylsulfinylcinnoline

Refernces

• 1、 Turck,Ple,Tallon,Queguiner. "Metallation of diazines XIV. First O-directed metallation of cinnolines. Metallation of 3-, 4-chloro and 3-, 4-methoxycinnolines". . p. 13045 - 13060. Retrieved 2007/10/02.