3-(Dimethylamino)propyl chloride hydrochloride → Dimaprit hydrochloride
Reaction equation
[ClH:1].[CH3:2][N:3]([CH3:8])[CH2:4][CH2:5][CH2:6][Cl:7].[NH2:9][C:10]([NH2:12])=[S:11]>C(O)C>[ClH:7].[ClH:1].[CH3:2][N:3]([CH3:8])[CH2:4][CH2:5][CH2:6][S:11][C:10](=[NH:9])[NH2:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3-(Dimethylamino)-1-chloropropane hydrochloride (79 g) in ethanol (300 ml) was added over a period of 5 mins to a mixture of thiourea (38 g) in ethanol (500 ml). The resultant mixture was boiled under reflux and ethanol (100 ml) was removed by distillation. Further quantities of 3-(dimethylamino)-1-chloropropane hydrochloride (8 g and 4 g) were added after 30 hrs and 54 hrs. refluxing. After the mixture had boiled under reflux for a total of 78 hours the solvent was removed by evaporation to give a moist solid which was filtered off and recrystallised from methanol/isopropanol to give the title product (92.9 g, 79%) m.p. 160.5°-161.5°.