(Diethylamino)trimethylsilane → 1,3-Dimethyl-2-dimethylaminoimidazolidinium methylsulfate
Reaction equation
[CH2:1]([N:3]([Si](C)(C)C)[CH2:4][CH3:5])C.[CH3:10][O:11][S:12]([O-:15])(=[O:14])=[O:13].[CH3:16][NH+:17]1[CH2:21][CH2:20][N:19](C)[CH:18]1Cl>C(Cl)(Cl)Cl>[CH3:10][O:11][S:12]([O-:15])(=[O:14])=[O:13].[CH3:1][NH+:3]1[CH2:4][CH2:5][N:19]([CH3:20])[CH:18]1[N:17]([CH3:21])[CH3:16]Participants
4
Procedure
1.33 g (11.34 mmol) of N,N-diethyltrimethylsilylamine are added over the course of 5 minutes at room temperature and with vigorous stirring to 2.50 g (10.22 mmol) of 1,3-dimethyl-2-chloroimidazolidinium methylsulfate in 10 ml of dry chloroform. The solvent is distilled off, and the residue is washed three times with 5 ml of diethyl ether and subsequently dried under a reduced pressure of 7.0 Pa and at 50° C. for 1 hour. The product is crystallised from a mixture of tetrahydrofuran:diethyl ether (1:1), giving 2.22 g of 1,3-dimethyl-2-dimethylaminoimidazolidinium methylsulfate, corresponding to a yield of 85.7%.