Dichloromethane → 2-Chloro-2-(methylsulfanyl)pent-4-enenitrile

HRID 482823Notes

Reaction equation

HRID 482823 reaction equation
[CH3:1][S:2][CH:3]([CH2:6][CH:7]=[CH2:8])[C:4]#[N:5].C(Cl)[Cl:10]>>[Cl:10][C:3]([S:2][CH3:1])([CH2:6][CH:7]=[CH2:8])[C:4]#[N:5]

Participants

3

Reactant 2

HCID 6344Dichloromethane2×HCID 138132372-(Methylsulfanyl)pent-4-enenitrile

Product 1

HCID 138132392-Chloro-2-(methylsulfanyl)pent-4-enenitrile

Procedure

2×10-2 moles of 2-methylthio-4-pentenenitrile are then dissolved in 50 ml of dry CH2Cl2. 2×10-2 moles of SO2Cl2 dissolved in 10 ml of CH2Cl2 are added dropwise. The mixture is stirred until gas evolution has ceased (silicone oil trap). The solvent is evaporated off and distillation is carried out at 82° C. at a pressure of 12 mm of mercury. 2-Chloro-2-methylthio-4-pentene-nitrile is obtained in a yield of over 95%.

Workup

  1. additionare added dropwise
  2. customThe solvent is evaporated off
  3. distillationdistillation
  4. customis carried out at 82° C. at a pressure of 12 mm of mercury

Sources & evidence

ORD record
ord-1d29117cfcb046b5943ab8d33f8dd82c
Source dataset
uspto-grants-1986_03
Patent number
US04576759

Reaction notes

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