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ChemicalBook CAS DataBase List N,N',N''-METHYLIDYNETRISFORMAMIDE
4774-33-8

N,N',N''-METHYLIDYNETRISFORMAMIDE synthesis

8synthesis methods
Triethyl Orthoformate reacts with formamide under catalysis of mineral acids to give TRIFO (eq 1). The reaction of excess formamide with inorganic and organic acyl chlorides such as PCl3, POCl3, SOCl2, acetyl chloride, benzoyl chloride, and ethyl chloroformate proceeds via iminium salts to afford TRIFO. Analogously, alkylating reagents such as dialkyl sulfates, alkyl sulfonates or triethyloxonium tetrafluoroborate transform formamide to TRIFO. Alkoxymethyleneiminium salts and formamidinium salts are intermediates in these reactions. Pure salts of this type are also converted to the reagent by formamide. Reaction of Dimethyl Sulfate with formamide is the easiest way to prepare TRIFO.
N,N',N''-METHYLIDYNETRISFORMAMIDE synthesis
-

Yield:-

Reaction Conditions:

with diethyl sulfate

References:

Bredereck et al. [Angewandte Chemie,1959,vol. 71,p. 753,757][Chemische Berichte,1962,vol. 95,p. 2049,2052,2053] Bredereck et al. [Chemische Berichte,1959,vol. 92,p. 329,335][Angewandte Chemie,1959,vol. 71,p. 753,769]