72989-31-2

Basic information

• Product Name: 3,3-Dimethyl-3,4-dihydroacridin-1(2H)-one
• Synonyms: 3,3-Dimethyl-3,4-dihydroacridin-1(2H)-one
• CAS NO: 72989-31-2
• Molecular Formula: C15H15NO
• Molecular Weight: 225.2857
• Mol File: 72989-31-2.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,3-Dimethyl-3,4-dihydroacridin-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-Dimethyl-3,4-dihydroacridin-1(2H)-one(72989-31-2)
• EPA Substance Registry System: 3,3-Dimethyl-3,4-dihydroacridin-1(2H)-one(72989-31-2)

Safety Data

• Hazardous Substances Data: 72989-31-2(Hazardous Substances Data)

Upstream product

• 55857-35-7 (E)-N-(2-aminobenzylidene)-4-methylaniline 
• 126-81-8 dimedone 
• 529-23-7 o-aminobenzaldehyde 
• 873-95-0 1-amino-5,5-dimethylcyclohexen-3-one 
• 6630-33-7 ortho-bromobenzaldehyde 
• 13493-47-5 N-(2-formylphenyl)acetamide 
• 552-89-6 2-nitro-benzaldehyde 
• 85796-89-0 3-<(2-Hydroxymethyl)anilino>-5,5-dimethyl-2-cyclohexen-1-on 
• 26260-02-6 2-iodobenzaldehyde 
• 5344-90-1 2-Aminobenzyl alcohol 
• 16714-25-3 2-azidobenzaldehyde 
• 62-53-3 aniline 
• 85796-91-4 3,3-Dimethyl-3,4,9,10-tetrahydro-2H-acridin-1-one 
• 55857-35-7 N-(2-aminobenzylidene)-4-methylaniline 

Relevant articles and documents

Catalytic Acceptorless Dehydrogenation of Amino Alcohols and 2-Hydroxybenzyl Alcohols for Annulation Reaction under Neutral Conditions

A base-free and acceptorless Ru-catalyzed dehydrogenative approach has been developed for the synthesis ofN-heterocycles by using 1,3-dicarbonyls and amino alcohols through a domino sequential enamine formation and intramolecular oxidative cyclization strategy. This unified approach is also applicable for the synthesis of O-heterocycles involving 2-hydroxybenzyl alcohol as a coupling reactant via consecutive C-alkylation and intramolecular cyclization steps. The present protocol is general for the synthesis of varieties of biologically important scaffolds, such as tetrahydro-4H-indol-4-one, 3,4-dihydroacridin-1(2H)-one, and tetrahydro-1H-xanthen-1-ones derivatives using a single catalytic system, viz. RuH2CO(PPh3)3. Environmentally benign H2O and H2are the only byproducts in this domino process. Moreover, RuH2CO(PPh3)3-catalyzed C3-alkylation of tetrahydro-4H-indol-4-one using alcohol as a alkylating partner is also described in this report. For the first time, a solvent-free gram-scale reaction for the acceptorless dehydrogenative annulation has been demonstrated. A plausible mechanism for the Ru-catalyzed base-free and acceptorless dehydrogenative annulation of amino alcohols or 2-hydroxybenzyl alcohols has been provided with several experimental investigations and spectroscopic evidence.

Synthesis of quinolines: Via copper-catalyzed domino reactions of enaminones

Quinoline derivatives were obtained from enaminones and 2-bromo- or 2-iodobenzaldehydes via copper-catalyzed domino reactions consisting of the aldol reaction, C(aryl)-N bond formation and elimination. The electronic effect of aldehydes played a major role in the reaction outcome. Two simple protocols are disclosed to achieve various quinolines from both cyclic and acyclic enaminones in good yields. With the less-reactive acyclic enaminones, diethyl-2-(2-bromobenzylidene)malonate was shown to be more compatible than the benzaldehydes.

Ruthenium-catalysed C-alkylation of 1,3-dicarbonyl compounds with primary alcohols and synthesis of 3-keto-quinolines

The mono-alkylation of 1,3-diketones using alcohols is possible in the presence of catalytic amounts of Ru(CO)(PPh3)3HCl and 10% mol of the Hantzsch ester. The borrowing hydrogen process between the catalyst and the dihydropyridine/p