22774-66-9

Basic information

• Product Name: N-propargyl-p-methoxyaniline
• Synonyms: N-propargyl-p-methoxyaniline
• CAS NO: 22774-66-9
• Molecular Weight: 161.203
• Mol File: 22774-66-9.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: N-propargyl-p-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-propargyl-p-methoxyaniline(22774-66-9)
• EPA Substance Registry System: N-propargyl-p-methoxyaniline(22774-66-9)

Safety Data

• Hazardous Substances Data: 22774-66-9(Hazardous Substances Data)

Upstream product

• 459-60-9 1-fluoro-4-methoxybenzene 
• 2450-71-7 Propargylamine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 104-94-9 4-methoxy-aniline 
• 106-96-7 propargyl bromide 
• 6165-75-9 propargyl benzenesulfonate 
• 16156-58-4 prop-2-yn-1-ol methanesulfonate 
• 659-86-9 propargyl iodide 
• 34646-10-1 propargyl p-nitrobenzenesulphonate 
• 20569-03-3 propargyl m-nitrobenzenesulphonate 

Downstream Products

• 1163267-83-1 N-[(2Z)-3-(4-methoxyphenyl)-5-methylene-1,3-thiazolidin-2-ylidene]acetamide 
• 1211829-17-2 1-(4-methoxyphenyl)-pyrrole-2-carboxylic acid methyl ester 
• 60159-08-2 N-benzyl-4-methoxy-N-(prop-2-yn-1-yl)aniline 
• 71954-46-6 N-allyl-4-methoxyaniline 
• 5263-87-6 6-methoxy quinoline 
• 1418218-52-6 N-(4-methoxyphenyl)-N-(prop-2-ynyl)acrylamide 
• 1195757-36-8 C₁₆H₁₄N₂O₅S 
• 1030375-03-1 ethyl (4-methoxyphenyl)prop-2-ynylcarbamate 
• 15791-03-4 1,1,4,4-tetramethoxycyclohexa-2,5-diene 
• 5145-71-1 1-(p-methoxyphenyl)pyrrole 
• 126292-02-2 4-[3-(4-Methoxy-phenylamino)-prop-1-ynyl]-1-methyl-piperidin-4-ol 
• 60011-72-5 N-(4-methoxyphenyl)-N-(prop-2-yn-1-yl)benzamide 

Relevant articles and documents

An expedient approach to substituted triazolo[1,5-a][1,4]benzodiazepines via Cu-catalyzed tandem Ullmann C-N coupling/azide-alkyne cycloaddition

An approach to the synthesis of triazolo[1,5-a][1,4]benzodiazepines comprising copper catalyzed tandem Ullmann C-N coupling followed by azide-alkyne cycloaddition has been described. The reaction of o-azidobenzylbromide and N-propargylated aniline derivat

One-pot, two-step synthesis of 7-methylene-1,5-piperazine-fused 1,2,3-triazoles

A facile, one-pot two-step synthesis of 7-methylene-1,5-piperazine-fused 1,2,3-triazole derivatives has been developed. The protocol employs an N-allylation of N-propargylated amines with 2,3-dibromopropene in the presence of K2CO3 in DMSO and a CuI-catalyzed [3 + 2] cycloaddition reaction of the synthetic N-(2-bromoallyl)-N-propargyl amines with sodium azide sequentially. Such a method provides methylene-substituted 1,2,3-triazole fused piperazines with some advantages such as simple operation, high efficiency and good product yield (80–91%) through readily available starting materials.

Nucleophilic aromatic substitution of unactivated fluoroarenes enabled by organic photoredox catalysis

Nucleophilic aromatic substitution (SNAr) is a classical reaction with well-known reactivity toward electron-poor fluoroarenes. However, electron-neutral and electron-rich fluoro(hetero)arenes are considerably underrepresented. Herein, we present a method for the nucleophilic defluorination of unactivated fluoroarenes enabled by cation radical-accelerated nucleophilic aromatic substitution. The use of organic photoredox catalysis renders this method operationally simple under mild conditions and is amenable to various nucleophile classes, including azoles, amines, and carboxylic acids. Select fluorinated heterocycles can be functionalized using this method. In addition, the late-stage functionalization of pharmaceuticals is also presented. Computational studies demonstrate that the site selectivity of the reaction is dictated by arene electronics.