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205810-04-4

4-[(2,2-DiMethyl-4,6-dioxo-[1,3]dioxan-5-ylideneMethyl)-aMino]-benzoic acid ethyl ester synthesis

1synthesis methods
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Yield:205810-04-4 70%

Reaction Conditions:

Stage #1: cycl-isopropylidene malonate;trimethyl orthoformate for 1 h;Heating / reflux;
Stage #2: p-aminoethylbenzoate at 110; for 6 h;

Steps:

10.40

Meldrum's acid (7.5 g, 52.6 mmol) in CH(OMe)3 (60 mL) was refluxed for 1 hour. 4-ethylcarboxyaniline (7.2 g 43.8 mmol) was added which immediately generated a precipitate and the reaction mixture was stirred for 6 hours at 110° C. This reaction was cooled to room temperature and the solids were collected by filtration. The solids were washed with MeOH and dried in vacuo to afford the desired product (9.8 g, 70%).

References:

US2008/234267,2008,A1 Location in patent:Page/Page column 25