2620-49-7

Basic information

• Product Name: 5-(azidomethyl)benzo[d][1,3]dioxole hydrochloride
• Synonyms: 5-(azidomethyl)benzo[d][1,3]dioxole hydrochloride
• CAS NO: 2620-49-7
• Molecular Formula: C₈H₉NO₂*ClH
• Molecular Weight: 213.62102
• Mol File: 2620-49-7.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(azidomethyl)benzo[d][1,3]dioxole hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(azidomethyl)benzo[d][1,3]dioxole hydrochloride(2620-49-7)
• EPA Substance Registry System: 5-(azidomethyl)benzo[d][1,3]dioxole hydrochloride(2620-49-7)

Safety Data

• Hazardous Substances Data: 2620-49-7(Hazardous Substances Data)

Upstream product

• 4421-09-4 piperonylonitrile 
• 2089-36-3 piperonal oxime 
• 120-57-0 piperonal 
• 214783-17-2 5-(azidomethyl)benzo[d][1,3]dioxole 

Downstream Products

• 67496-29-1 1-bromo-6-aminomethyl-3,4-(methylenedioxy)-benzene 
• 226930-11-6 [1-(1,3-benzodioxol-5-ylmethyl)-1H-imidasol-5-yl]methanol 
• 676435-25-9 N-benzo[1,3]dioxol-5-ylmethyl-4-chloro-2-hydroxy-benzamide 
• 65609-28-1 1-(benzo[d][1,3]dioxol-5-ylmethyl)urea 

Relevant articles and documents

Bicyclic (alkyl)(amino)carbene (BICAAC) as a metal-free catalyst for reduction of nitriles to amines

Bicyclic (alkyl)(amino)carbene (BICAAC) is introduced as a metal-free catalyst for the reduction of various nitriles to the corresponding amine hydrochloride salts in the presence of pinacolborane. Mechanistic investigations combining experiments and DFT calculations suggest a B-H addition to the carbene center, which acts as a carrier of the hydride source. This journal is

Catalytic Staudinger Reduction at Room Temperature

We report an efficient catalytic Staudinger reduction at room temperature that enables the preparation of a structurally diverse set of amines from azides in excellent yields. The reaction is based on the use of catalytic amounts of triphenylphosphine as a phosphine source and diphenyldisiloxane as a reducing agent. Our catalytic Staudinger reduction exhibits a high chemoselectivity, as exemplified by reduction of azides over other common functionalities, including nitriles, alkenes, alkynes, esters, and ketones.

Rapid Continuous Ruthenium-Catalysed Transfer Hydrogenation of Aromatic Nitriles to Primary Amines

A continuous flow method for the selective reduction of aromatic nitriles to the corresponding amine is reported. The method is based on a ruthenium-catalysed transfer-hydrogenation process, requires no additives, and uses isopropanol as both solvent and reducing agent. The process utilizes 1 mol% of the commercially available [Ru(p -cymene)Cl 2 ] 2, with a residence time of ca. 9 min, and a throughput of 50 mmol/h. The method was successfully applied to a range of aromatic nitriles providing the corresponding primary amines in good yields.