N,N-Dimethylacetamide dimethyl acetal is used as a reagent for the synthesis of amides, diacylamines, and heterocycles, one carbon inserting synthon in preparation of pyrimido[1,2-a][1,3,5]triazin-6-ones. It is used as intermediate in building block.
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Applications
N,N-Dimethylacetamide dimethyl acetal is used as a reagent for the synthesis of amides, diacylamines, and heterocycles, one carbon inserting synthon in preparation of pyrimido[1,2-a][1,3,5]triazin-6-ones. It is used as intermediate in building block.
Solubility
Hydrolyzes in water.
Notes
Moisture Sensitive. Store at 2 - 8°C. Incompatible with strong oxidizing agents, Acids.
RUO – Research Use Only
Richard K. Hill; Raghovan. Soman; Seiji. Sawada. Asymmetric induction in the thermal reactions of allylic alcohols with N,N-dimethylacetamide dimethylacetal and triethyl orthoacetate.J. Org. Chem.1972, 37 (23), 3737-3740.
Robert G. Salomon, Swadesh R. Raychaudhuri. Convenient preparation of N,N-dimethylacetamide dimethyl acetal.J. Org. Chem.1984, 49 (19), 3659-3660.
Reacts with 1,2-diols, e.g. sugars, to form 1-(dimethylamino)ethylidene cyclic acetals which can be cleaved with aqueous AcOH, giving the monoacetate of the less hindered OH, thus providing a method for selective monoprotection of the diol: Can. J. Chem., 50, 233 (1972).
Reacts with active methylene compounds to give the (dimethylamino)ethylidene derivatives: Liebigs Ann. Chem., 641, 1 (1961), compare N,N-Dimethylformamide dimethyl acetal, A15350.
For use in the N-acetylation of amides to give diacylamines (imides) in high yield, see: Synthesis, 119 (1980).