Reaction #452465

Reaction equation

thiourea

1-[3-(1-triphenylmethylimidazol-4-yl)propyl]-3-[3-[N-(4-bromobenzyl)-N-(pyridin-2-yl)amino]propyl]thiourea

hydrochloric acid

→

title compound

Yield 99.0%

1-(3-(N-(4-Bromobenzyl)-N-(pyridin-2-yl)amino)propyl)-3-(3-(1H-imidazol-4-yl)propyl)thiourea dihydrochloride

Yield 99.0%

Solvents

ethanol

Conditions

Workup

1. 1
   OtherThe cooled reaction mixture
2. 2
   Washwas washed with diethyl ether (3×30 ml)
3. 3
   Otherthe aqueous phase evaporated in vacuo
4. 4
   ExtractionThe residue was extracted with absolute ethanol (3×20 ml)
5. 5
   Otherevaporated in vacuo
6. 6
   Otherby drying in vacuo

Procedure

To a solution of the above thiourea (1.59 g, 2.215 mmol) in ethanol (50 ml), 1 N hydrochloric acid (16 ml) was added and the reaction mixture was heated to 50° C. for 10 h. The cooled reaction mixture was washed with diethyl ether (3×30 ml) and the aqueous phase evaporated in vacuo. The residue was extracted with absolute ethanol (3×20 ml) and evaporated in vacuo followed by drying in vacuo affording 1.23 g (99%) of the title compound as an amorphous powder.

Source