An efficient synthesis of [D₆]leucocrystal violet

Abstract

aThis report presents an efficient synthesis of [D 6 ]leucocrystal violet. Esterification of p-toluenesulphonyl chloride with [D 4 ]methanol provided [D 3 ]methyl p-toluenesulphonate, which was used to methylate aniline to give [D 6 ]N,Ndimethylaniline. Condensation of [D 6 ]N,N-dimethylaniline with bis[4-(dimethylamino)phenyl]methanol afforded [D 6 ]leucocrystal violet in an overall yield of 30% in three steps.

A practical synthesis of deuterated methylamine and dimethylamine

“…13,14 Therefore, the deuterated methylation of amino compounds can be achieved with deuterated methylating agents such as deuteroiodomethane and TsOCD 3 . 15 However, the purity of the nucleophilic substitution reaction between the amine and deuteroiodomethane is relatively low due to the high activity of deuteroiodomethane. The amino compounds can go on to react with the deuterated methylation reagent to form a mixture of secondary, tertiary, and quaternary ammonium salts.…”

Synthesis of deuterium‐labeled cyamemazine and monodesmethyl cyamemazine

“…The common intermediate ( 7 ) was protected with di‐ tert ‐butyl dicarbonate. The phenothiazine carbamate was N ‐methylated with NaH/CH 3 I and NaH/CD 3 OTs separately to give N ‐methyl phenothiazine carbamate derivatives ( 11 ) and ( 13 ), respectively. The carbamate deprotetction of N ‐methylphenothiazine carbamates ( 11 ) and ( 13 ) was carried out separately with HCl in MTBE.…”