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Tuesday, November 6, 2018

SYNTHESIS OF S-BENZYLISOTHIOURONIUM CHLORIDE


  • Dissolve 76g (1 mol) of thiourea in 200 ml of warm water in a 1-litre round-bottomed flask. 
  • Dilute the solution with 135 ml of rectified spirit and add 126.5g (1 mol) of benzyl chloride. 
  • Heat the mixture under reflux on a water bath until the benzyl chloride dissolves (about 15 minutes) and for a further 30 minutes taking care that the mixture is well shaken from time to time. 
  • Cool the mixture in ice: there is a tendency to supersaturation so that it is advisable to stir (or shake) the cold solution vigorously, when the substance crystallises suddenly. 
  • Filter off the solid at the pump. 
  • Evaporate the filtrate to about half bulk in order to recover a further small quantity of product. 
  • Dry the compound upon filter paper in the air. The yield of S-benzylisothiouronium chloride, m.p. 174 °C, is 200g (99%). 
  • Recrystallise the salt from 400 ml of 0.2 m hydrochloric acid; filter off the solid which separates on cooling. The yield of recrystallised salt, m.p. 175 °C, is 185g (91%); some of the dimorphic form, m.p. 150 °C, may also separate.





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