Shock sensitivity of a vinamidinium bis-perchlorate reagent and demonstration of a lower energy alternative
'Vinamidinium' bis-perchlorate salt 1 (2-dimethylaminomethylene-1,3-bis(dimethylimmonio)-propane bis-perchlorate) was found to possess remarkably high thermal energy as well as significant shock sensitivity. A reported method for preparation of 2,5-disubstituted pyrimidines with 1 was of interest, and we found that the corresponding bis-tetrafluoroborate salt 2 was equally effective in this transformation, while possessing significantly lower thermal energy.
An Alternative Preparation of the 2-Dimethylaminomethylene-1,3-bis(dimethylimminio)propane Salt from Phosphonoacetic Acids and Some Applications in Heterocyclic Synthesis
An alternative preparation of a 2-iminovinamidinium salt from phosphonoacetic acids is described along with its application to the synthesis of 5-formylpyrimidines and masked 4-formylpyrazoles.
Gupton, John T.,Gall, John E.,Riesinger, Steve W.,Smith, Stanton Q.,Bevirt, Kathy M.,et al.
p. 1281 - 1285
(2007/10/02)
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