55857-35-7

Basic information

• Product Name: Benzenamine, N-[(2-aminophenyl)methylene]-4-methyl-
• Synonyms: 2-amino-benzaldehyde p-tolylimine;2-aminobenzylidene-p-tolylamine
• CAS NO: 55857-35-7
• Molecular Formula: C14H14N2
• Molecular Weight: 210.279
• Mol File: 55857-35-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenamine, N-[(2-aminophenyl)methylene]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N-[(2-aminophenyl)methylene]-4-methyl-(55857-35-7)
• EPA Substance Registry System: Benzenamine, N-[(2-aminophenyl)methylene]-4-methyl-(55857-35-7)

Safety Data

• Hazardous Substances Data: 55857-35-7(Hazardous Substances Data)

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 106-49-0 p-toluidine 
• 552-89-6 2-nitro-benzaldehyde 
• 17064-82-3 4-methyl-(2-nitrobenzylidene)aniline 
• 145051-56-5 (E)-4-methyl-N-(2-nitrobenzylidene)aniline 

Downstream Products

• 30160-12-4 2-phenylquinoline-3-carboxylic acid ethyl ester 
• 14208-35-6 1-(2-methylquinolin-3-yl)ethanone 
• 31456-25-4 camptothecin 
• 7689-03-4 camptothecin 
• 214191-31-8 3-Allyl-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester 
• 717127-76-9 3-[3-(4-methoxy-benzyloxymethyl)-pent-2-enyl]-1,3-dihydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid benzyl ester 
• 3295-64-5 1,2,3,4-tetrahydroacridine 
• 15785-08-7 2-methyl-3-carbethoxyquinoline 
• 72989-31-2 3,3-dimethyl-3,4-dihydroacridin-1(2H)-one 
• 13493-47-5 N-(2-formylphenyl)acetamide 
• 91538-60-2 N-(2-formyl-4-nitrophenyl)acetamide 
• 56008-61-8 2-amino-5-nitrobenzaldehyde 
• 1357019-03-4 CF₃O₃S^(1-)*C₁₈H₂₁N₂⁽¹⁺⁾ 

Relevant articles and documents

Synthesis of a family of 3-alkyl- or 3-aryl-substituted 1,2-dihydroquinazolinium salts and their isomerization to 4-iminium-1,2,3,4- tetrahydroquinolines

A straightforward synthesis of substituted 1,2-dihydroquinazolinium triflates (3) is reported by reaction of 2-imino-substituted anilines with a range of carbonyl compounds in the presence of triflic acid via intermediate iminium salts. Similar reactions

Preparation of axially chiral quinolinium salts related to NAD+ models: New investigations of these biomimetic models as 'chiral amide-transferring agents'

The general purpose of this work is to investigate the potential of biomimetic NAD+ models as 'nucleophile-transferring agents' with the ultimate motivation to develop new synthetic tools. This first report focuses on the preparation of an axially chiral quinolinium salt 8. A preliminary investigation of these NAD+ analogues as 'chiral amide-transferring agents' is reported herein. The synthesis of the desired quinolinium salt 8 was first attempted via a Friedlaender approach. Given the poor reproducibility of this first synthetic route, a second strategy making use of an intramolecular nickel-catalyzed coupling was developed with success, furnishing the quinolinium salt 8 in 12% overall yield. The potential of the quinolinium salt 8 as a 'chiral amide-transferring agent' was then investigated. Regioselective 1,4-addition of benzylamine and piperidine produced, respectively, adducts 18a and 18b with high diastereoselectivity (de >95%). The resulting 'chiral masked-amide' 18b was reacted with various activated aryl esters affording the corresponding atropisomeric amide 20 with modest atropenantioselectivity (ee = 2-20%).