Hydrochloric Acid → N~1~,N~1~,N~2~,N~2~-Tetramethylethane-1,2-diamine--hydrogen chloride (1/1)

116 g of N,N,N',N'-tetramethylethylenediamine (MW: 116, 1.0 mol) and 116 g of distilled water were mixed together in a 1-l four-necked flask fitted with a condenser, a thermometer, a mechanical stirrer and a dropping funnel, while keeping the flask in an ice bath. Thereafter, 208.6 g (2.0 mol) of a 35% aqueous solution of HCl was dropped into the flask through the dropping funnel over a period of about one hour. The reaction mixture was aged for 30 minutes and freed from the water by vacuum distillation with an evaporator to give 185 g of N,N,N',N'-tetramethylethylenediamine hydrochloride. 150 g of this hydrochloride (MW: 189, 0.79 mol), 150 g of dioxane and 73.0 g of ethylene oxide (MW: 44, 1.66 mol) were fed into a 1-l autoclave, which was purged with nitrogen several times. The reaction mixture was heated to 150° C. and aged for 4 hours. After the completion of the reaction, the dioxane was distilled off and the obtained residue was recrystallized from acetone to give 203.2 g of the compound (6) (MW: 277, 0.72 mol).

1. customfitted with a condenser
2. distillationfreed from the water by vacuum distillation with an evaporator

ORD record

ord-2cb30c0a01ca432390a8560766cfa72d

Source dataset

uspto-grants-1993_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05220051