Hydrochloric Acid → HCID 20564657, compound

HRID 848790Notes

Reaction equation

HRID 848790 reaction equation
O[CH2:2][CH2:3][S:4][CH2:5][CH3:6].NC(N)=[S:9].Cl.[OH-].[K+].Cl.Cl[CH2:16][CH2:17][CH2:18][NH2:19]>O>[NH2:19][CH2:18][CH2:17][CH2:16][S:9][CH2:2][CH2:3][S:4][CH2:5][CH3:6]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 80752-(Ethylthio)ethanolHCID 14797Potassium Hydroxide2×HCID 2723790ThioureaHCID 114690951-Propanamine, 3-chloro-, hydrochloride

Product 1

HCID 20564657HCID 20564657, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

106 g (1 mole) of 1-hydroxy-3-thiapentane were boiled under reflux for 3 hours with 76 g (1 mole) of thiourea and 110 g (1.1 mole) of 37% hydrochloric acid. A solution of 68 g (1.21 moles) of potassium hydroxide in 100 ml of water was then added dropwise with stirring at 313° to 323° K. After heating for 40 minutes to 363° K., the 3-thiapentane-1-thiol precipitated was separated off in a separation funnel and dissolved under nitrogen at 303° to 313° K. in 400 g of 40% KOH (2.85 moles of KOH) accommodated in a 1000 ml three-necked flask. A solution of 130 g of 3-chloropropylamine hydrochloride (1 mole) in 160 ml of water was then added dropwise with stirring at 343° K. After stirring for another 3 hours at 363° K., the mixture was cooled to 323° K. and separated in a separation funnel. The oil phase was fractionated in vacuo twice.

Workup

  1. temperatureAfter heating for 40 minutes to 363° K
  2. custom, the 3-thiapentane-1-thiol precipitated
  3. customwas separated off in a separation funnel
  4. dissolutiondissolved under nitrogen at 303° to 313° K
  5. stirringwith stirring at 343° K
  6. stirringAfter stirring for another 3 hours at 363° K
  7. temperature, the mixture was cooled to 323° K
  8. customand separated in a separation funnel

Sources & evidence

ORD record
ord-a12b7ab5064f45e0895a0ce6e39712d4
Source dataset
uspto-grants-1981_10
Patent number
US04297439

Reaction notes

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