Chakravarti, R. N.; Dasgupta, B. published an article in 1958, the title of the article was Structure of aegelin.Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide And the article contains the following content:
cf. C.A. 50, 11281h. Air-dried powd. young leaves (14 kg.) of Aegle marmelos (May-Aug. crop) repeatedly extracted with cold 90% alc. and the extract mixed with filter paper pulp, dried at 80° and extracted 80 hrs. with Et2O, the extract evaporated to 1.5 l. and kept at 0° 1 week, filtered and the product washed with Et2O, crystallized from EtOAc and EtOH-Me2CO and the crystalline product filtered in alc. through Al2O3, the filtrate evaporated and the residue crystallized (alc.) gave 0.15-0.20% aegelin (I), C18H19NO3, m. 178-9°, evolving little H2Se on heating with Se (cf. Chatterjee and Bose, C.A. 47, 10544g), λ 212, 219, 275 mμ (log ε 4.36, 4.36, 4.42) similar to that of trans-PhCH:CHCONHMe, λ 218, 270 mμ (log ε 4.18, 4.39); acetate, m. 123-5°; benzoate, m. 147-8°. I (0.5 g.) in 25 ml. AcOH shaken 4 hrs. at 30° with portionwise addition of 0.2 g. CrO3 and excess AcOH evaporated in vacuo, the residue diluted with H2O and the mixture filtered, gave 0.35 g. aegelone (II), C18H17 159-60° (alc.), λ 280 mμ (log ε 4.67), reducing hot AgNO3NH4OH solution in 1 min., no reaction with Angeli-Rimini or Schiff reagents; semicarbazone, m. 234-5°. I (0.5 g.) hydrogenated 15 min. in 25 ml. AcOH with 50 mg. prereduced PtO2 at 30°/760 mm. and the filtered solution evaporated in vacuo, the residue taken up in H2O and filtered gave 0.33 g. dihydroaegelin (III), m. 140-1° (alc.), similar to I in not reducing AgNO3-NH4OH on heating several min. at 100°, oxidized by CrO3 to the corresponding dihydroaegelone (IV), m. 126-7° (alc.), reducing AgNO3-NH4OH solution; semicarbazone, m. 138-40°. IV was also obtained by partial hydrogenation of 0.5 g. II in 20 ml. AcOH with 50 mg. prereduced PtO2. IV (0.5 g.) in 25 ml. AcOH hydrogenated 30 min. by shaking with 50 mg. prereduced PtO2 and the filtered solution evaporated in vacuo gave III. I (1 g.) in 10 ml. boiling H2O treated portionwise with 4 g. KMnO4 and 0.5 g. KOH in 100 ml. H2O and excess KMnO4 decomposed with MeOH, the solution filtered and concentrated to 20 ml., the cooled concentrate acidified with HCl, and the precipitate (0.4 g.) repeatedly crystallized (hot H2O) gave p-anisic acid, m. 183-4°, and BzOH. Oxidation of I under similar conditions and distillation gave BzH, converted to 60 mg. 2,4-(O2N)2C6H3NHN:CHPh. I (2 g.) refluxed 8 hrs. with 72 ml. 90% alc. and 12 ml. concentrated HCl and the solution steam distilled, the 2nd fraction of the distillate extracted with Et2O and the extract washed with aqueous NaHCO3 and H2O, the dried extract evaporated and the oil (0.427 g.) warmed 0.5 hr. with aqueous H2NNHCONH2.HCl and NaOAc in a min. of alc., kept overnight and decanted, the product washed with H2O and Et2O and the crystalline residue (45 mg.) crystallized (alc.) gave p-MeOC6H4CH:NNHCONH2, m. 203-4°. The oil from the Et2O washings hydrolyzed with 10% alc. KOH and the alc. evaporated, the aqueous solution acidified with HCl and the product crystallized (hot H2O) gave trans-PhCH:CHCO2H (V). The distillation residue steam distilled and extracted with Et2O (extract A) and the aqueous layer (solution B) basified with evolution of NH3, extracted with Et2O and the product (basic crystals) acidified and treated with Meyer reagent gave a creamy precipitate The presence of NH3 in the hydrolysis products of I was confirmed by evaporating solution B to dryness and heating the residue with alkali, adsorbing the evolved gas in alc. and treating the solution with 1,2,4-ClC6H3(NO2)2. Extract A extracted with aqueous NaHCO3 and the extract acidified with HCl gave 0.32 g. V. Hydrogenation of 1.3 g. p-MeC6H4COCN in 15 ml. AcOH 20 min. with 0.1 g. prereduced PtO2 at 30°/760 mm., the dark brown filtered solution treated with 0.46 ml. concentrated H2SO4 and diluted with Et2O gave 1.3 g. p-MeOC6H4COCH2NH2.H2SO4 (VI), m. 167-8° (AcOH) (cf. Kindler and Peschke, C.A. 26, 3785). VI (0.3 g.) and 0.3 ml. trans-PhCH:CHCOCl stirred with gradual addition of 10% NaOH to appearance of pink coloration, the solution stirred with 0.2 ml. trans-PhCH:CHCOCl and the colorless solution made alk. gave 0.2 g. p-MeOC6H4COCH2NHCOCH:CHPh, m. 156-60° (cf. Lister and Robinson, C.A. 7, 326), identical with II, and dehydrated with concentrated H2SO4 to 5-p-methoxyphenyl-2-styryloxazole, showing intense blue fluorescence in solution VI (0.3 g.) and 0.3 ml. PhCH2CH2COCl stirred with cooling with 10% NaOH and the brick-red product crystallized (alc.) gave 0.2 g. p-MeOC6H4COCH2NHCOCH2CH2Ph, m. 126-7°, identical with IV. VI (0.7 g.) in 15 ml. AcOH and 2 ml. H2O hydrogenated 45 min. at 30°/760 mm. with 50 mg. prereduced Pt2O and again hydrogenated 20 min. with 50 mg. catalyst, the filtered solution evaporated in vacuo and the residue in H2O divided, a portion condensed with 0.3 ml. PhCH:CHCOCl to give 0.15 g. I and the other portion condensed with 0.3 ml. PhCH2CH2COCl gave III. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide
N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics