Triethylamine → HCID 54247250, compound

Participants

Reaction Steps

To a suspension of 2-cyano-2-methoxyiminoacetamidinium acetate (125 g, 0.672 mole) in CH3OH (1.25 L) were added dropwise triethylamine (234 ml, 1.68 mole) at -10° C., and subsequently Br2 (41.6 ml, 0.806 mole) over 20 minutes at -15° to -10° C., and the mixture was stirred for 20 minutes. To the mixture was added dropwise a solution of KSCN (78.3 g, 0.806 mole) in CH3OH (550 ml) over 1 hour at -15° to -10° C. After stirring at 0°-5° C. for 1 hour, the mixture was poured into ice-water (12 L) to form a crystalline precipitate, which was collected by filtration, washed with water and air-dried to give 120 g (98%) of the title compound. M.p. 263°-5° C. (dec.). The m.p. of the compound prepared by us is higher by about 60° C. than that given in the literature* [m.p. 210°-15° C. (dec.)], but our spectral and microanalytical data are consistent for the structure.

Provenance & Evidence