Cinnoline, 4-chloro-3-phenyl-

Base Information

• Chemical Name: Cinnoline, 4-chloro-3-phenyl-
• CAS No.: 13109-11-0
• Molecular Formula: C14H9ClN2
• Molecular Weight: 240.692
• Mol file: 13109-11-0.mol

Synonyms:

Chemical Property of Cinnoline, 4-chloro-3-phenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cinnoline, 4-chloro-3-phenyl-

There total 4 articles about Cinnoline, 4-chloro-3-phenyl- 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: 75.0%

2-phenylethynylaniline (13141-38-3) → 4-chloro-3-phenylcinnoline (13109-11-0)

Guidance literature:

2-phenylethynylaniline; With hydrogenchloride; sodium nitrite; In water; acetone; at -10 - -5 ℃;

With sodium chloride; In water; acetone; at 45 ℃;

DOI:10.1080/00304940609356440

Reference yield:

phenylacetylene (536-74-3) → 4-chloro-3-phenylcinnoline (13109-11-0)

Guidance literature:

phenylacetylene; polystyrene-CH₂N(Bn)N=N-(2-XPh); With triethylamine; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

With hydrogenchloride; In acetone; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(99)01166-1

Reference yield:

3-phenylcinnolin-4(1H)-one (7624-95-5) → 4-chloro-3-phenylcinnoline (13109-11-0)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate;

DOI:10.1039/jr9490002393

upstream raw materials:

3-phenylcinnolin-4(1H)-one

2-phenylethynylaniline

phenylacetylene

Downstream raw materials:

3-phenyl-1,4-di(phenylethynyl)-1,2-dihydrocinnoline

3-phenyl-4-phenylethynylcinnoline

4-hydroxy-3-phenylcinnoline

Refernces

• 1、 Braese, Stefan,Dahmen, Stefan,Heuts, Jean. "Solid-phase synthesis of substituted cinnolines by a Richter type cleavage protocol". . p. 6201 - 6203. Retrieved 1999.
• 2、 Vasilevsky,Tretyakov,Verkruijsse. "A convenient synthesis of 4-chloro- and 4-bromocinnolines from o- aminophenylacetylenes". . p. 1733 - 1736. Retrieved 2007/10/02.