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3-DIMETHYLAMINOMETHYLENE-1,3-DIHYDRO-INDOL-2-ONE synthesis

5synthesis methods
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Yield:141210-63-1 93%

Reaction Conditions:

in chloroform at 70; for 4.5 h;

Steps:

1.1

To a solution of 1,3-dihydro-2H-indol-2-one (ii-a, 25.0 g, 189 mmol) in CHCl3 (150 mL) was added N,N-dimethylformamide dimethyl acetal (29.2 mL, 209 mmol) and the reaction was heated at 70° C. under an atmosphere of argon. After 4.5 h, the reaction was cooled to RT and was concentrated. The resulting solid was triturated with ether and filtered to give (3Z)-3-[(dimethylamino)methylene]-1,3-dihydro-2H-indol-2-one as a yellow solid (iii-a, 33.0 g, 93%). NH4OAc QC conditions. DAD Retention Time=1.19 min. M+H=189.

References:

US2007/207997,2007,A1 Location in patent:Page/Page column 34