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ChemicalBook CAS DataBase List N,N-DIMETHYLAMINOMETHYLENEMALONIC ACID DIMETHYL ESTER
18856-69-4

N,N-DIMETHYLAMINOMETHYLENEMALONIC ACID DIMETHYL ESTER synthesis

4synthesis methods
-

Yield:18856-69-4 84%

Reaction Conditions:

in toluene at 100; for 5 h;Inert atmosphere;

Steps:

intermediate 26A: dimethyl 2-((dimethylamino)methyiene)malonate

To a solution of dimethyl malonate (10.00 g, 76.00 mmol) in toluene (100 mL) wasadded DMF-DMA (20.27 mL, 151.00 mmoi) at ambient temperature under a nitrogenatmosphere. The resulting reaction mixture was heated at 100°C for 5 h. The reaction mixture was cooled to ambient temperature and concentrated under reduced pressure to obtain intermediate 26A (13.00 g, 84.00%) as a yellow solid. ‘H NMR( 00 MIz, CDCI3) ppm 2.92 3.07 (m, 6 H), 3.66 3.72 (br.s., 3 H), 3.74 3.79 (br.s., 3 H), 7.53 (s, 1 H). LCMS (j’Vlethod-D):retention time 0,63 mm, [M±Hj 188.2. The compound was taken directly to the subsequent step without further purification or characterization.

References:

WO2018/93569,2018,A1 Location in patent:Page/Page column 103

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