
TY  - JOUR
A1  - Clarke, SI 
A1  - Kasum, B 
A1  - Prager, RH 
A1  - War, AD 
T1  - Central nervous system active compounds. XII. The synthesis and properties of 3-dimethylaminomethylene phthalides
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1983
VL  - 36
IS  - 12
SP  - 2483
EP  - 2491
KW  - 
UR  - https://doi.org/10.1071/CH9832483 
N2  - Isobenzofuran-l(3H)-one (phthalide), and its derivatives react with dimethylformamide dimethyl acetal to form 3-dimethylaminomethyleneisobenzofuran-1-one and minor amounts of the corresponding internal betaine 2-(2-carboxylatophenyl) ethynyltrimethylammonium. The use of t-butoxy- is(dimethylamino)methane allows the isolation of the corresponding aminal, which readily loses dimethylamine on recrystallization. The dimethylamino group in the title compounds is replaceable by amino, hydrazino or hydroxy groups in mildly acidic solution. 3-Formylphthalide, the tautomer of the last-named product, could be isolated as the 2,4-dinitrophenylhydrazone. 
ER  -

