130517-94-1

Basic information

• Product Name: Benzenemethanamine, N-[(4-methoxyphenyl)methylene]-, (E)-
• CAS NO: 130517-94-1
• Molecular Formula: C15H15NO
• Molecular Weight: 225.29
• Mol File: 130517-94-1.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-[(4-methoxyphenyl)methylene]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-[(4-methoxyphenyl)methylene]-, (E)-(130517-94-1)
• EPA Substance Registry System: Benzenemethanamine, N-[(4-methoxyphenyl)methylene]-, (E)-(130517-94-1)

Safety Data

• Hazardous Substances Data: 130517-94-1(Hazardous Substances Data)

Upstream product

• 45821-44-1 4-methoxy-benzylideneamine 
• 100-46-9 benzylamine 
• 111865-51-1 N-[1-(4-methoxyphenyl)-3-butenyl]benzylamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 49546-71-6 5-(4-methoxybenzylidene)barbituric acid 
• 24431-17-2 N-{(1E)-[4-(dimethylamino)phenyl]methylidene}benzenemethanamine 
• 2393-23-9 4-methoxy-benzylamine 
• 14429-02-8 benzyl-(4-methoxybenzyl)amine 
• 70519-46-9 [1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-(phenyl-trimethylsilanyl-methyl)-amine 

Downstream Products

• 24431-17-2 N-{(1E)-[4-(dimethylamino)phenyl]methylidene}benzenemethanamine 
• 1753-47-5 5-(4-dimethylaminobenzylidene)barbituric acid 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 76269-43-7 2-(4-methoxyphenyl)-3-benzyl-6-(4-nitrophenyl)-2,3-dihydro-4H-1,3,5-oxadiazine-4-thione 
• 1029018-08-3 N-benzyl-N-methyl-[2,2,2-trifluoro-1-(4-methoxyphenyl)ethyl]amine 
• 1029018-09-4 N-benzyl-N-[2,2-dichloro-2-fluoro-1-(4-methoxyphenyl)ethyl]methylamine 
• 1029018-10-7 N-benzyl-N-[4-methoxyphenyl(pentafluorophenyl)methyl]methylamine 
• 390368-04-4 (3'R,4'S,1''S)-1-benzyl-3-[1-(benzyloxycarbonylamino)ethyl]-2-oxoazetidine-4-carboxylic acid 

Relevant articles and documents

Nucleophilic Imines and Electrophilic o-Quinone Methides, a Three-Component Assembly of Assorted 3,4-Dihydro-2 H-1,3-benzoxazines

A one-pot method for joining three separate components leading to an assortment of N-substituted 3,4-dihydro-2H-1,3-benzoxazines is described. The method involves the addition of a Grignard reagent to an o-OBoc salicylaldehyde in the presence of an imine. With a variety of components, 15 examples are presented, including the diastereoselective incorporation of chiral imines.

Factors influencing the regioselectivity of the oxidation of asymmetric secondary amines with singlet oxygen

Aerobic amine oxidation is an attractive and elegant process for the α functionalization of amines. However, there are still several mechanistic uncertainties, particularly the factors governing the regioselectivity of the oxidation of asymmetric secondary amines and the oxidation rates of mixed primary amines. Herein, it is reported that singlet-oxygen-mediated oxidation of 1° and 2° amines is sensitive to the strength of the α-C-H bond and steric factors. Estimation of the relative bond dissociation energy by natural bond order analysis or by means of one-bond C-H coupling constants allowed the regioselectivity of secondary amine oxidations to be explained and predicted. In addition, the findings were utilized to synthesize highly regioselective substrates and perform selective amine cross-couplings to produce imines.

Stereoselective synthesis of α-alkylidene β-oxo amides by palladium-catalyzed carbonylation

A direct method to obtain α-alkylidene β-oxo amides by the palladium-catalyzed carbonylation of α-chloro ketones in the presence of aromatic imines has been described. The methodology can be applied to a variety of C-aryl imines bearing N-aryl or N-alkyl substituents. The entire process is highly stereoselective and affords the α-alkylidene β-oxo amides only as (Z) isomers. A mechanistic hypothesis involving an acyl-β-lactam intermediate has also been proposed.