Stannous Chloride → HCID 22642382, compound

Participants

Reaction Conditions

Reaction Steps

Into a reaction vessel fitted with a cooling pipe, a stirrer, a thermometer and a nitrogen feed pipe, 20 parts of the N-(4-nitrophenyl)methacrylamide and 315 parts of ethanol were fed, which were dissolved therein, and thereafter the solution formed was cooled to 0° C. While the reaction solution obtained was kept at 0° C., 65 parts of tin(II) chloride was dividedly added thereto. After its addition was completed, the reaction solution was heated to room temperature, and, as it was, the reaction was carried out for 20 hours. After the reaction was completed, the solvent was evaporated off under reduced pressure, then 200 parts of ion-exchanged water was added to the reaction solution, and its pH was adjusted to 7 with use of an aqueous 12 mol/liter sodium hydroxide solution. To the solid having come precipitated, 200 parts of ethyl acetate was added, and insoluble matter was separated by filtration. The filtrate obtained was washed with 200 parts of ion-exchanged water, which was then dried with sodium sulfate, and thereafter the solvent was evaporated off under reduced pressure. The residue obtained was purified by silica gel column chromatography to obtain 12 parts of an intermediate N-(4-aminophenyl)methacrylamide (yield: 71%).

Provenance & Evidence