2-Phenyl-3- propionamide

Preparation of Di-(0-Pheny/-a,a-Dimethylethyl)Urea 3.5 grams of a,a-dimethyl-(3-phenyl-propionamide in 420 cc of water was added to a solution of 87.5 grams of potassium hydroxide and 35 grams of bromine in 350 cc of water. After 2 hours at 60°C, the product was obtained on crystallization from ethanol, melting at 184°C. 

A/-(4-methoxymethyl-4-piperidinyl)-A/-phenyl-propionamide ii is synthesized according the following scheme starting from 1-benzyl-4-piperidone ... 

V-(3-Hydroxy-phenyl)-/V-(1-methyl-piperidin-4-yl)-propionamide, C15H21NO2, Mr 247.34, mp 150-151 °C hydrochloride [5965-49-1], C15H2iN02. 

N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl]-/V-phenylpropanamide, N-[4-Methoxymethyl-1 -(2-thiophen-2-yl-ethyl)-piperidin-4-yl]-A/-phenyl-propionamide, C22H30N2O3S, Mr 386.56, mp 96.6 °C citrate (1 1) [60561-17-3], C22H30N2O3S. CgHgOy, Mr 578.68... 

Electrochemical oxidation of l-phenylpyrazolidin-3-one (181) in acetonitrile gives l-phenylpyrazolin-3-one (182) in 75% yield and the unusual dimer 3-anilino-/V-[4-(3-oxopyrazolin-l-yl)phenyl]propionamide (183) in 20% yield287 [Eq. (110)]. 

N-Methyl-N-phenyl acetamide, 114 N-Methyl-N-phenylformamide, 113 Methyl phenyl glyoxalate, 327 N-Methyl-N-phenyl propionamide, 114 N-Methylpiperidone, 117 Methyl 2,3,4,6-tetra-0-acetyl-6-D-glucopyranoside, 85... 

Preparation of a,a-Dimethyl- 3-Phenylpropionamide Sodamide was prepared from 7.6 grams of sodium in 350 cc of liquid ammonia with 0.9 gram of hydrous ferric chloride. The ammonia was replaced by 250 cc of toluene, the mixture was heated to 60°C and 71.4 grams of l,3-diphenyl-2,2-dimethyl propanone-1 dissolved in 150 cc of toluene was added. The mixture was stirred and heated on a steam bath for 5 hours. A clear red color appeared in 15 minutes and disappeared after about an hour. After cooling, water was added, the organic layer was washed, dried, and concentrated to give 36.5 grams of a,a-dimethyl-p-phenyl propionamide which crystallized slowly after the addition of an equal volume of petroleum ether. The product melted at 62°C after crystallization from benzene-petroleum ether. 

Fig. 4.10. (A) The chiral stationary phases (S)-naproxen-derived and (3R,4S)-Whelk 0 1. (B) CEC enantiomeric separation of an antidepressant (N-[l-(4-bromo-phenyl)-ethyl]-2,2-dimethyl-propionamide) on a column packed with (3R,4S)-Whelk-0 1 chiral phase immobilized on 3 pm silica. Adapted from ref. [79] with permission. Copyright Elsevier 1997.

The Step 6 pyridine derivative of the current invention, N-(5-bromo-pyridin-2-yl)-3-cyclopentyl-2-[3-fluoro-4-(5-methyl-tetrazol-l-y l)-phenyl]-propionamide, (I), was prepared by the author in a previous investigation (1). 

Anilides, toluides, and a-naphthalides ate prepared from phenyl, p-tolyl, and a.-naphthyl isocyanates, respectively, by reaction with a Grignard reagent. The reaction is valuable for the identification of halogen compounds of the type that form organometallic derivatives. The reaction occurs in ether solution at room temperature. In general, the yields of N-arylamides are excellent. This method has been used in the preparation of N-(a.-furyl)-propionamide (89%). ... 

In addition, the lithium enolate derived from pseudoephedrine propionamide has been shown to undergo highly diastereoselective Mannich reactions with p-(methoxy)phenyl aldimines to form enantiomerically enriched a,p-disubstituted p-amino acids (Table 10). As observed in alkylation reactions using alkyl halides as electrophiles, lithium chloride is necessary for the reaction of aldimines. With respect to the enolate, the stereochemistry of the alkylation reactions is the same as that observed with... 

Table 10 Mannich reaction of pseudoephedrine propionamide enolate with p-(methoxy)phenyl aldimides...

Competing carbon-carbon and carbon-oxygen bond cleavages are responsible for the photofragmentation of methyl-substituted furans" and of (E)-2,3-dipheny lepoxy propionamide." 1 -Phenyl-4-methyl-3,6-dioxabicyclo[ 3.1.0)-... 

Desmoras el al. (1963) described the herbicidal properties of the D-isomer of N-ethyl 2-(phenylcarbamoyloxy)propionamide, prepared by the condensation of phenyl isocyanate with N-ethyl lactamide (carbetamide, 9). 

RP 2-Phenyl-carbamoyloxy-N-athyl-propion-amid BRN 2983326 Carbanilic acid, (l-ethylcarbamoyl)ethyl ester, D-(-)- Carbetamex Carbetamid Carbetamide Carbethamide Caswell No. 159B D-(-)-1-(Ethylcarbamoyl)ethyl phenylcarbamate D-(-)-N-Ethyl-2-(phenylcarbamoyloxy)propionamide D-N-Ethylacetamide... 

Kindler437 obtained thioamides by the action of a mixture of phosphorus pentasulfide and potassium sulfide on amides, first at room temperature and finally at 70-80° this process has afforded, e.g., thioacetamide, thiobenzamide, phenyl(thioacetamide), 3-phenyl(thio-propionamide), and their A-methyl derivatives. 

Propionamide, 2-methyl-N-[4-nitro-3-(trifluoromethyl) phenyl]- Sebatrol (Schering-Plough) ... 

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