79140-31-1

Basic information

• Product Name: 4-METHYL-2-MORPHOLINOQUINOLINE
• Synonyms: 4-METHYL-2-MORPHOLINOQUINOLINE;4-methyl-2-(morpholin-4-yl)quinoline
• CAS NO: 79140-31-1
• Molecular Formula: C₁₄H₁₆N₂O
• Molecular Weight: 228.29
• Mol File: 79140-31-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 181-182.5 °C(Press: 3.5 Torr)
• Appearance: /
• Density: 1.162±0.06 g/cm3(Predicted)
• PKA: 6.87±0.61(Predicted)
• CAS DataBase Reference: 4-METHYL-2-MORPHOLINOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-2-MORPHOLINOQUINOLINE(79140-31-1)
• EPA Substance Registry System: 4-METHYL-2-MORPHOLINOQUINOLINE(79140-31-1)

Safety Data

• Hazardous Substances Data: 79140-31-1(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 634-47-9 2-chloro-4-methylquinoline 
• 64658-04-4 2-bromo-4-methyl-quinoline 
• 551-93-9 2-aminoacetophenone 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 4053-40-1 4-methylquinoline 1-oxide 
• 109-02-4 4-methyl-morpholine 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 607-66-9 4-methylquinolin-2-ol 

Relevant articles and documents

Cu-Catalyzed carbamoylation: Versus amination of quinoline N -oxide with formamides

An efficient, direct carbamoylation and amination of quinoline N-oxides with formamides to access 2-carbamoyl and 2-amino quinolines has been developed through copper-catalyzed C-C and C-N bond formations via cross-dehydrogenative coupling reactions. The reaction proceeds smoothly over a broad range of substrates with excellent functional group tolerance under mild conditions. Mechanistic studies suggest that the reaction is initiated by formamide radical or decarbonylative aminyl radical formation in the presence of TBHP, according to the different substituent on the N atom of formamide.

Preparation method of quinoline derivative

The invention belongs to the field of medicine synthesis, and particularly relates to a preparation method of a quinoline derivative. According to the method, cuprous salt is used for catalyzing quinoline-N-oxide; then, carbamylation or amination reaction is performed. The reaction catalyst is cheap; the quinoline-N-oxide with lower activity can be subjected to carbamylation reaction; the reactionis simple; the implementation is easy; the yield is improved; the quinoline-N-oxide and N,N-disubstituted formamide can take amination reaction; the amination reaction method of the quinoline-N-oxideis expanded.

Cu-catalyzed aerobic oxidative cyclizations of 3-N-hydroxyamino-1,2-propadienes with alcohols, thiols, and amines to form α-O-, S-, and N-substituted 4-methylquinoline derivatives

A one-pot, two-step synthesis of α-O-, S-, and Nsubstituted 4-methylquinoline derivatives through Cu-catalyzed aerobic oxidations of N-hydroxyaminoallenes with alcohols, thiols, and amines is described. This reaction sequence involves an initial oxidation of N-hydroxyaminoallenes with NuH (Nu = OH, OR, NHR, and SR) to form 3-substituted 2-en-1-ones, followed by Bronsted acid catalyzed intramolecular cyclizations of the resulting products. Our mechanistic analysis suggests that the reactions proceed through a radical-type mechanism rather than a typical ni-trone-intermediate route. The utility of this new Cu-catalyzed reaction is shown by its applicability to the synthesis of several 2-amino-4-methylquinoline derivatives, which are known to be key precursors to several bioactive molecules.