32932-20-0

Basic information

• Product Name: N-(3,4-methylendioxyphenyl)-N-benzylamine
• Synonyms: N-(3,4-methylendioxyphenyl)-N-benzylamine
• CAS NO: 32932-20-0
• Molecular Weight: 227.263
• Mol File: 32932-20-0.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: N-(3,4-methylendioxyphenyl)-N-benzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-methylendioxyphenyl)-N-benzylamine(32932-20-0)
• EPA Substance Registry System: N-(3,4-methylendioxyphenyl)-N-benzylamine(32932-20-0)

Safety Data

• Hazardous Substances Data: 32932-20-0(Hazardous Substances Data)

Upstream product

• 14268-66-7 benzo[1,3]dioxolo-5-ylamine 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 
• 622-30-0 N-benzyl hydroxylalmine 
• 94839-07-3 3,4-(methylenedioxy)-benzeneboronic acid 
• 100-52-7 benzaldehyde 
• 32932-19-7 C₁₄H₁₁NO₂ 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 100-46-9 benzylamine 
• 32932-19-7 benzo[1,3]dioxol-5-yl-benzyliden-amine 

Downstream Products

• 161616-63-3 (6-Benzylamino-benzo[1,3]dioxol-5-yl)-(3,4,5-trimethoxy-phenyl)-methanol 
• 135574-99-1 [(6-Benzylamino-benzo[1,3]dioxol-5-yl)-(3,4,5-trimethoxy-phenyl)-methyl]-carbamic acid ethyl ester 
• 1308401-02-6 3-(2-methoxynaphthalen-1-yl)propynoic acid benzo[1,3]dioxol-5-ylbenzylamide 
• 14268-66-7 benzo[1,3]dioxolo-5-ylamine 

Relevant articles and documents

Iron-Catalyzed Oxidative Amination of Benzylic C(sp3)–H Bonds with Anilines

Iron-catalyzed oxidative amination of benzylic C(sp3)–H bonds with anilines bearing electron-withdrawing groups (EWGs) or electron-donating groups (EDGs) is realized based on simple variations of N-substituents on imidazolium cations in novel ionic Fe(III) complexes. The structural modification of the imidazolium cation resulted in regulation of the redox potential and the catalytic performance of the iron metal center. Using DTBP as oxidant, [HItBu][FeBr4] showed the highest catalytic activity for anilines bearing EWGs, while [HIPym][FeBr4] was more efficient for EDG-substituted anilines. This work provides alternative access to benzylamines with the advantages of both a wide substrate scope and iron catalysis.

Zinc-Catalyzed N-Alkylation of Aromatic Amines with Alcohols: A Ligand-Free Approach

An efficient zinc-catalyzed N-alkylation reaction of aromatic amines was achieved using aliphatic, aromatic, and heteroaromatic alcohols as the alkylating reagent. A variety of aniline derivatives, including heteroaromatic amines, underwent the N-alkylation reaction and furnished the corresponding monoalkylated products in good to excellent yields. The application of the reaction is also further demonstrated by the synthesis of a 2-phenylquinoline derivative from acetophenone and 2-aminobenzyl alcohol. Deuterium labeling experiments show that the reaction proceeds via a borrowing hydrogen process. (Figure presented.).

Direct electrochemical reductive amination between aldehydes and amines with a H/D-donor solvent

A novel electrochemical synthesis protocol has been achieved for reductive amination between aldehydes and amines in undivided cells at room temperature. Under metal-free and external-reductant-free electrolysis conditions, various important secondary amine products are obtained in moderate-to-high yields. Deuterium-labeling experiments have demonstrated that low-toxicity DMSO acts both as a solvent and a H-donor in the reaction. On this basis, various deuterium-labeled products with good-to-excellent D-incorporation have been synthesized by using DMSO-d6 as a solvent. Furthermore, a molecule with GR-antagonistic activity has been synthesized through further sulfonylation.