Sodium Hydroxide → HCID 54324128, compound

HRID 918017Notes

Reaction equation

HRID 918017 reaction equation
Cl[CH2:2][CH:3]=[CH:4][CH2:5][CH2:6][O:7][CH:8]([CH3:10])[CH3:9].NC(N)=[S:13].[OH-].[Na+]>O>[CH:8]([O:7][CH2:6][CH2:5][CH:4]=[CH:3][CH2:2][SH:13])([CH3:10])[CH3:9]

Participants

5

Procedure

A mixture of 8.1 g (0.05 mol) of 1-chloro-5-isopropoxy-2-pentene, 3.8 g (0.05 mol) of thiourea, and 5 cc of water are heated to 98° during the course of 35 minutes and stirred at this temperature for 30 minutes. The homogeneous reaction mixture is cooled to 60° and 10 cc (0.05 mol) of 5N caustic soda solution are added dropwise at this temperature. The mixture which again has rendered heterogeneous is heated to 100° with stirring, is cooled after 5 minutes and poured on water The reaction mixture is extracted with ether, the ether extract is washed with saturated salt solution, is dried with sodium sulphate and the ether is evaporated. The residue is fractionated at 16 mm, whereby the 5-isopropoxy-2-penten-1-thiol is obtained as malodorous oil which is uniform according to gas-chromatography; it has a B.P. of 87°-89°/16 mm. nD20 = 1.4696.

Workup

  1. temperatureare heated to 98° during the course of 35 minutes
  2. temperatureThe homogeneous reaction mixture is cooled to 60°
  3. temperatureThe mixture which again has rendered heterogeneous is heated to 100°
  4. stirringwith stirring
  5. temperatureis cooled after 5 minutes
  6. additionpoured on water The reaction mixture
  7. extractionis extracted with ether
  8. extractionthe ether extract
  9. washis washed with saturated salt solution
  10. dry with materialis dried with sodium sulphate
  11. customthe ether is evaporated
  12. customis obtained as malodorous oil which

Sources & evidence

ORD record
ord-4e1f920dba4f44cb8c294efdc107fcb2
Source dataset
uspto-grants-1976_07
Patent number
US03968235

Reaction notes

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