Acid anilides. XII. Preparation of 4- and 5-hydroxyalkananilides from γ- and δ-lactones was written by de Jonge, A. P.;van der Ven, B.. And the article was included in Recueil des Travaux Chimiques des Pays-Bas in 1965.HPLC of Formula: 4714-63-0 This article mentions the following:
The synthesis of a series of RCH(OH)(CH2)nCONHPh (I) (n = 2 or 3) from less than 10 mg. of the corresponding lactones is described. EtBr (1.5 cc.) in 15 cc. dry Et2O added dropwise to 480 mg. Mg and 5 cc. dry Et2O at such a rate as to maintain refluxing and diluted with Et2O to 25 cc., a 1-cc. portion added dropwise to 1 cc. solution of 77 mg. PhNH2/cc. C6H6, and the mixture treated with not more than 10 mg. lactone in dry Et2O, refluxed 1.5 hrs. under an air condenser until the Et2O had evaporated, and treated with 10 cc. Et2O and 2 cc. 3N HCl gave the corresponding I. In this manner were prepared the following I (n = 2) (R and m.p. given): Bu, 114.9-15.8° (Et2O-petr. ether); iso-Bu, 137.6-8.9° (Et2O-petr. ether); Am (II), 99.5-100° (Et2O-petr. ether); C6H13 (III), 105.2-5.9° (50% EtOH); C7H15, 106-7° (Et2O-petr. ether); C8H17, 108.6-9.6° (50% EtOH). Similarly were prepared the following I (n = 3) (same data given): Pr (IV), 100.9-1.4° (Et2O-petr. ether); iso-Pr, 92.1-3.2° (Et2O-petr. ether); Bu, 102.2-3.3° (Et2O-petr. ether); Am (V), 101.3-1.9° (Et2O-petr. ether); iso-Am, 102.7-3.8° (Et2O-petr. ether); C6H13, 96.4-7.6° (Et2O); C7H15 (VI), 104.4-5.3° (Et2O-petr. ether); C8H17, 98.0-9.1° (Et2O); C9H19, 100.6-1.4° (Et2O-petr. ether); C10H24, 103.3-4.1° (Et2O). The rates of the hydrolysis of II, III, IV, and V in 3N HCl were measured spectrophotometrically at 241 mμ; about 8.5 mg. appropriate I in 50 cc. 30% aqueous MeOH was treated with 7 cc. 3.25N HCl; the rate constants k min.-1 and the half-life period in min. were for the following compounds: II, 0.0271, 25.6; III, 0.0292, 23.7; IV, 0.0189, 36.6; V, 0.0184, 37.7. The solubility of V in cyclohexane at 20° was 43.6 mg./l., that of VI 40.2 mg./l. In the experiment, the researchers used many compounds, for example, 4-(Ethylamino)benzonitrile (cas: 4714-63-0HPLC of Formula: 4714-63-0).
4-(Ethylamino)benzonitrile (cas: 4714-63-0) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.HPLC of Formula: 4714-63-0
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts