132371-06-3

Basic information

• Product Name: ethyl 4-(propionylamino)benzoate
• Synonyms: ethyl 4-(propionylamino)benzoate;ethyl 4-(propanoylamino)benzoate
• CAS NO: 132371-06-3
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.2524
• Mol File: 132371-06-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 4-(propionylamino)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(propionylamino)benzoate(132371-06-3)
• EPA Substance Registry System: ethyl 4-(propionylamino)benzoate(132371-06-3)

Safety Data

• Hazardous Substances Data: 132371-06-3(Hazardous Substances Data)

Upstream product

• 23239-88-5 benzocaine hydrochloride 
• 802294-64-0 propionic acid 
• 99-77-4 ethyl 4-nitrobenzoate 
• 79-03-8 propionyl chloride 
• 94-09-7 p-aminoethylbenzoate 

Downstream Products

• 100390-21-4 C₁₂H₁₅NO₂ 
• 1611477-31-6 C₁₂H₁₄ClNO₂ 

Relevant articles and documents

Semi-catalytic reduction of secondary amides to imines and aldehydes

Secondary amides can be reduced by silane HSiMe2Ph into imines and aldehydes by a two-stage process involving prior conversion of amides into iminoyl chlorides followed by catalytic reduction mediated by the ruthenium complex [Cp(i-Pr3P)Ru(NCCH3)2]PF6 (1). Alkyl and aryl amides bearing halogen, ketone, and ester groups were converted with moderate to good yields under mild reaction conditions to the corresponding imines and aldehydes. This procedure does not work for substrates bearing the nitro-group and fails for heteroaromatic amides. In the case of cyano substituted amides, the cyano group is reduced to imine.

An efficient protocol for the amidation of carboxylic acids promoted by trimethyl phosphite and iodine

A practical, one-pot protocol is described for the conversion of carboxylic acids into amides through carboxyl activation by the reagent combination of trimethyl phosphite and iodine. This method integrates several advantages: (1) it allows amines to be chemoselectively acylated with excellent results in the presence of sulfur and oxygen nucleophiles; (2) the method shows wide generality in respect of solvent, base, and substrate; (3) the reagents used are widely available and much less expensive than common coupling reagents, and (4) the process is remarkably convenient, permitting extraction, recrystallization, and column chromatography as optional work-up procedures. The chemoselectivity and generality of the method, the low cost, and wide availability of reagents combined with the ease of use make it a very favorable process.