Organic alicyclic crystals form in seconds, designing an amide for facile crystallization

ORGN 101

T. Gordon Scott, mohammeda@wssu.edu and Abdul K. Mohammed, mohammeda@wssu.edu. Department of Chemistry, Winston-Salem State University, Winston-Salem, NC 27110
The amide resulting from the combination of 1-adamantanamine and adamantane-1-carboxamide was prepared at 22º in tetramethylenesulfone solution. From solution to crystalline product formation less than a minute elapsed. First obtained was three adamantonium carboxylate salt which stemmed from hydrogen transfer from the carboxyl to the amino-group. When the salt was warmed to 60º white needles of the corresponding amide, N-adamantyl-1-adamamantanamide, formed in about ten seconds