54022-34-3

Basic information

• Product Name: benzo[d][1,3]dioxole-5-carbonyl azide
• Synonyms: benzo[d][1,3]dioxole-5-carbonyl azide
• CAS NO: 54022-34-3
• Molecular Weight: 191.146
• Mol File: 54022-34-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: benzo[d][1,3]dioxole-5-carbonyl azide(CAS DataBase Reference)
• NIST Chemistry Reference: benzo[d][1,3]dioxole-5-carbonyl azide(54022-34-3)
• EPA Substance Registry System: benzo[d][1,3]dioxole-5-carbonyl azide(54022-34-3)

Safety Data

• Hazardous Substances Data: 54022-34-3(Hazardous Substances Data)

Upstream product

• 22026-39-7 benzo[d][1,3]dioxole-5-carbohydrazide 
• 25054-53-9 3,4-(methylenedioxy)benzoyl chloride 
• 94-53-1 Piperonylic acid 
• 326-56-7 methyl 3,4-methylenedioxybenzoate 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 

Downstream Products

• 69922-28-7 5-isocyanato-1,3-benzodioxole 
• 34060-22-5 N-methyl-3,4-(methylenedioxy)aniline 
• 119179-46-3 1-(benzo[d][1,3]dioxol-5-yl)urea 
• 471931-69-8 N-(phenylcarbamoyl)benzo[d][1,3]dioxole-5-carboxamide 
• 4421-09-4 piperonylonitrile 
• 950508-59-5 (αR,3aS,10bS)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-1,3a,4,10b-tetrahydro-3H,8H-[1,3]dioxolo[4,5-g]isoxazolo[4,3-c]quinoline 
• 950508-58-4 (αR,3aR,10bR)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-1,3a,4,10b-tetrahydro-3H,8H-[1,3]dioxolo[4,5-g]isoxazolo[4,3-c]quinoline 

Relevant articles and documents

Synthesis of: N -methylated amines from acyl azides using methanol

The transformation of acyl azide derivatives into N-methylamines was developed using methanol as the C1 source via the one-pot Curtius rearrangement and borrowing hydrogen methodology. Following this protocol, various functionalised N-methylated amines were synthesized using the (NNN)Ru(ii) complex from carboxylic acids via an acyl azide intermediate. Several kinetic studies and DFT calculations were carried out to support the mechanism and also to determine the role of the Ru(ii) complex and base in this transformation.

Direct conversion of carboxylic acids to various nitrogen-containing compounds in the one-pot exploiting curtius rearrangement

Herein we report, a single-pot multistep conversion of inactivated carboxylic acids to various N-containing compounds using a common synthetic methodology. The developed methodology rendered the use of carboxylic acids as a direct surrogate of primary amines, for the synthesis of primary ureas, secondary/tertiary ureas, O/S-carbamates, benzoyl ureas, amides, and N-formyls, exploiting the Curtius reaction. This approach has a potential to provide a diversified library of N-containing compounds, starting from a single carboxylic acid, based on the selection of the nucleophile.

Synthesis of enantiopure 4-amino-3-hydroxymethyl-tetrahydroquinolines via an intramolecular nitrone cycloaddition

Enantiopure 4-amino-3-hydroxymethyl-1,2,3,4-tetrahydroquinolines are synthesized by using an intramolecular cycloaddition of chiral nitrones prepared from aldehydes 5 and (R)-α-(hydroxymethyl)benzylhydroxylamine. Reaction times of the nitrone cycloadditio