Propion anilide

C2 4H2 9FN2O2 f N-(1-(3-(p-Fluorobenzoyl)propyl)-4-piperidyl)propion-anilide, 40B, 119... 

Interestingly, prolonged (60 h) thermolysis of tosyl azide in propionic anhydride in the presence of dimethyl terephthalate produces a moderate yield of dimethyl 1-tosyl-l 7/-azepine-2,5-dicar-boxylate (18) free from the usual accompanying anilide or sulfonamide byproducts.159... 

Fig. 5.14. Separation of anilide derivatives of Cj -Cs straight-chain carboxylic acids. Peaks 1 = propionic 2 = n-butyric 3 = acetic 4 = n-valeric 5 = n-hexanoic 6 = formic and n-heptanoic 7 = n-octanoic acid STD = methyl myristate. Conditions glass column, 12 ft. x 3 mm I.D., 2.5% (w/w) sodium dodecylbenzene sulphonate on Chromosorb G (60-80 mesh, NAW) nitrogen inlet pressure, 15 p.s.i. temperature, 200°C. (Reproduced from/. Chromatogr., 51 (1970) 147.)...

Shi has reported a method for /V-alkylanilidc arylation by simple arenes [53], The reaction conditions include heating the anilide with excess arene in propionic acid in the presence of catalytic palladium acetate and copper triflate under oxygen atmosphere. Use of monosubstituted arenes leads to the formation of isomer mixtures however, from the point of atom economy C-H/C-H couplings are the most efficient way for formation of C-C bonds if oxygen is used as the terminal oxidant. Shi has also reported that anilides can be coupled with arylboronic acids and trialkoxyaryl-silanes [54, 55], Silver and copper salts are used as terminal oxidants. 

Some lesser known quinoline syntheses also use cyclization of aniline derivatives with nitrogen side-chains rendered electrophilic by protic or Lewis acids. For instance, either 3,4-dihydro-2-quinolones 87 or 2-quinolones 89 can be obtained from cinnamic acid anilides 88, whereas 3-(aryl-amino)propionic acids 90 produce 2,3-dihydro-4-quinolones 91 ... 

Sunlight irradiation of an aqueous solution or suspension of the anilide herbicide, propanil (3, 4 -dichloropropionanilide), provided propionic acid and 3,4-dichloroaniline (and other anilines) as major intermediate products (38). Propanil, otherwise quite stable in neutral aqueous solution in the dark, apparently underwent a light-energized hydrolysis. 

Inaktivea .[l.Nitro-naphthyl-(2).oxy]-propions ure-anilid 12 II253. 

Amide formation, has already been outlined in connection with the laboratory work, page 138. Low molecular weight acids yield water-soluble amides, and for this reason it is advisable to prepare instead the less soluble anilides or p-toluidides (page 144). Mulliken, I, 80-81, has outlined convenient directions for the identification of acetic, propionic, but Tic, and isobuttmic acids in the form of the corresponding p-toluidides. These acids are usually met in aqueous solution and it is not feasible to convert them into acyl halides instead, the aqueous solution is neutralized with NaOH, evaporated, and the resultant sodium salt utilized in the test. 

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