71134-92-4

Usage

InChI:InChI=1/C13H17NO3/c1-3-5-12(15)14-11-8-6-10(7-9-11)13(16)17-4-2/h6-9H,3-5H2,1-2H3,(H,14,15)

Upstream product

• 141-75-3 butyryl chloride 
• 94-09-7 p-aminoethylbenzoate 
• 99-77-4 ethyl 4-nitrobenzoate 
• 541-35-5 butanamide 
• 51934-41-9 4-iodobenzoic acid ethyl ester 

Downstream Products

• 131719-62-5 ethyl 4-(N-butyryl-N-butyl)aminobenzoate 
• 136-47-0 tetracaine hydrochloride 
• 94-32-6 ethyl 4-(N-butylamino)benzoate 
• 94-09-7 p-aminoethylbenzoate 
• 131719-64-7 4-dibutyl-amino-benzyl alcohol 
• 131719-66-9 Dibutyl-(4-chloromethyl-phenyl)-amine 
• 131719-65-8 Butyl-(4-chloromethyl-phenyl)-amine 
• 131719-63-6 (4-(butylamino)phenyl)methanol 

Relevant academic research and scientific papers

Reductive amidation of nitroarenes: a practical approach for the amidation of natural products

A simple and practical approach for the one-pot conversion of nitroarenes into amide derivatives has been developed. Zinc and acetic acid are utilized as a reducing agent, and acyl chloride and triethylamine are used as the acylating agent in DMF with good yield (～60%) of the amide. This method was applicable to manzamine A (1), where the yield of 6-cyclohexamidemanzamine A (7) was significantly improved (56%) by this approach relative to (17%) by beginning with the amine.

Iron-catalyzed N-arylations of amides

A method was proposed for iron-catalyzed N-arylation of primary amides and its applicability to the synthesis of N-heterocycles by intramolecular ring closures. The method used a catalyst system of 10 mol % of FeCl3 and 20 mol % of N,N'-dimethylethylenediamine (DMEDA). The study found that secondary amides of N-methylbenzamide and N-benzylbenzamide produce N-arylated products in trace amounts. The method developed an iron-based catalyst system for efficient N-arylations of primary amides with aryl iodides. The study used a sealable tube equipped with a magnetic stir bar charged with amide, or K 3PO4, or K2CO3, or FeCl3. The study used NMR spectroscopic analysis to determine the identity and purity of the products. The method observed that different substituted aryl iodides made a positive impact on the reaction.