66223-76-5

Basic information

• Product Name: Propanamide, 3-hydroxy-N-phenyl-
• CAS NO: 66223-76-5
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Mol File: 66223-76-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Propanamide, 3-hydroxy-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide, 3-hydroxy-N-phenyl-(66223-76-5)
• EPA Substance Registry System: Propanamide, 3-hydroxy-N-phenyl-(66223-76-5)

Safety Data

• Hazardous Substances Data: 66223-76-5(Hazardous Substances Data)

Upstream product

• 57-57-8 β-Propiolactone 
• 62-53-3 aniline 
• 107-21-1 ethylene glycol 
• 102-07-8 bis(diphenyl)urea 
• 34535-98-3 D,L-cis-phenylcyclopropylamine 
• 1213268-55-3 (E)-4'-hydroxymethylacetophenone oxime 

Downstream Products

• 2210-24-4 N-acryloylaniline 
• 5099-95-6 1-phenylazetidin-2-one 
• 31121-11-6 3-hydroxy-N-phenylpropylamine 

Relevant articles and documents

CATALYST FOR CONVERTING ESTER TO AMIDE USING HYDROXYL GROUP AS ORIENTATION GROUP

Provided is a method for amidating a hydroxy ester compound at a high chemical selectivity. The amidation reaction method for a hydroxy ester compound comprises, in the presence of a catalyst containing a compound of a transition metal of the group 4 or group 5 in the periodic table, reacting at least one kind of hydroxy ester compound selected from the group consisting of an α-hydroxy ester compound, a β-hydroxy ester compound, a γ-hydroxy ester compound and a δ-hydroxy ester compound with an amino compound so as to amidate an ester group having a hydroxyl group at the α-, β-, γ- or δ-position of the hydroxy ester compound.

Efficient and regioselective synthesis of 5-hydroxy-2-isoxazolines: Versatile synthons for isoxazoles, β-lactams, and γ-amino alcohols

"Chemical Equation Presented" An efficient and highly regioselective protocol was developed for the preparation of 5-hydroxy2-isoxazolines, which have been proved to be versatile synthons for isoxazles, β-hydroxy oximes, and γ-amino alcohols. β-Lactams, commonly embedded in the skeletons of bioactive natural products, were also synthesized in two steps from β-hydroxy oximes, providing a new strategy for the synthesis of this kind of compounds.

Autocatalytic radical ring opening of N-cyclopropyl-N-phenylamines under aerobic conditions - Exclusive formation of the unknown oxygen adducts, N-(1,2-dioxolan-3-yl)-N-phenylamines

In contrast to the high stability of N-alkyl-N-cyclopropylamine derivatives, N-cyclopropyl-N-phenylamine (1a) has been found to slowly convert into the hitherto unknown product N-(1,2-dioxolan-3-yl)-N-phenylamine (1f) at room temperature under aerobic conditions. The rate of this conversion was found to be significantly increased by the presence of a catalytic amount of the single-electron oxidizing agent tris(1,10-phenanthroline)FeIII hexafluorophosphate or of the hydrogen-abstracting agents benzoyl peroxide or tertbutyl peroxide/UV light. Based on the regio- and stereochemical outcomes of aerobic ring-opening reactions of some specifically ring-methylated derivatives of 1a, namely N-(1methylcyclopropyl)-N-phenylamine (2a), N-(trans-2-methylcyclopropyl)-N-phenylamine (3a), and N-(cis-2-methylcyclopropyl)-N-phenylamine (4a), as well as other experimental evidence, an autocatalytic mechanism analogous to that of the oxygenation of vinylcyclopropanes is proposed for the formation of the 1,2-dioxolane product. The oxidative radical ring opening and related chemistry of these novel derivatives could be valuable in mechanistic studies of heteroatom-oxidizing enzymes.