10604-22-5

Basic information

• Product Name: 3-Phenylcinnoline
• Synonyms: 3-Phenylcinnoline
• CAS NO: 10604-22-5
• Molecular Formula: C₁₄H₁₀N₂
• Molecular Weight: 206.2426
• Mol File: 10604-22-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 382°Cat760mmHg
• Flash Point: 175.8°C
• Appearance: /
• Density: 1.176g/cm³
• Vapor Pressure: 1.07E-05mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 3-Phenylcinnoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenylcinnoline(10604-22-5)
• EPA Substance Registry System: 3-Phenylcinnoline(10604-22-5)

Safety Data

• Hazardous Substances Data: 10604-22-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10N2/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-16-14/h1-10H

Upstream product

• 536-74-3 phenylacetylene 
• 4406-66-0 phenylazomethane 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 70-11-1 α-bromoacetophenone 
• 4636-16-2 iodoacetophenone 
• 2835-06-5 phenylglycin 
• 552-89-6 2-nitro-benzaldehyde 
• 612-25-9 2-Nitrobenzyl alcohol 
• 100-46-9 benzylamine 
• 59105-14-5 1,2-diphenyl-ethanone acetylhydrazone 
• 23666-98-0 2-(2-(dimethylamino)phenyl)-1-phenylethanone 
• 3826-47-9 2-(2-fluorophenyl)-1-phenylethan-1-one 
• 27356-33-8 2-(2-methoxyphenyl)-1-phenylethan-1-one 
• 16897-97-5 2-(2-bromophenyl)-1-phenyl-1-ethanone 

Downstream Products

• 724-15-2 4-hydroxy-3-phenylcinnoline 

Relevant articles and documents

N-N Bond Formation between Primary Amines and Nitrosos: Direct Synthesis of 2-Substituted Indazolones with Mechanistic Insights

A concise, one-step route to indazolones from primary alkyl amines and o-nitrobenzyl alcohols is reported. The key step in this readily scalable indazolone forming process involves base-mediated in situ o-nitrobenzyl alcohol → o-nitrosobenzaldehyde conversion. Although this functional group interconversion is known to be useful for 2H-indazole synthesis, its reactivity was modulated for indazolone formation.

Cnoline compound and preparation method thereof

According to the method, o-nitrobenzaldehyde compounds and amino acid compounds which are low in price and easy to obtain are used as starting raw materials for reaction, activated carbon supported palladium is used as a catalyst for reaction, and a series of subsequent processes such as nucleophilic addition, proton transfer, cyclization, dehydration and reduction are initiated by catalyzing amino acid decarboxylation through palladium, thus, a cinnoline target product is constructed. The method presents a wide substrate range, has the advantages of mild reaction conditions, simplicity in operation and the like, and can effectively construct different substituted cinnoline compounds.

Multicomponent Coupling Cyclization Access to Cinnolines via in Situ Generated Diazene with Arynes, and α-Bromo Ketones

A transition-metal-free multicomponent coupling cyclization reaction was explored involving arynes, tosylhydrazine, and α-bromo ketones. The reaction proceeds via a formal [2 + 2 + 2] cycloaddition, giving access to cinnoline derivatives in moderate yields under mild conditions. Three chemical bonds were formed-two C-N bonds and one C-C bond-in a single step.