Bromine → HCID 85518179, compound

HRID 1905794Notes

Reaction equation

HRID 1905794 reaction equation
[C:1]([CH2:3][CH2:4][S:5][C:6]([Cl:10])=[CH:7][C:8]#[N:9])#[N:2].C([O-])(=O)C.[Na+].[Br:16]Br>ClC(Cl)C>[C:1]([CH2:3][CH2:4][S:5][C:6]([Cl:10])=[C:7]([Br:16])[C:8]#[N:9])#[N:2]

Participants

5

Reactant 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 85518153HCID 85518153, compound

Product 1

HCID 85518179HCID 85518179, compoundYield 40.5%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

17.3 g of 1-chloro-2-cyano-vinyl 2-cyano-ethyl sulphide were dissolved in 100 ml of dichloroethane, and 9.8 g of sodium acetate were added. 16 g of bromine were then added dropwise at 20° C. The organic phase was washed with water, concentrated and chromatographed. 10.2 g of 2-bromo-1-chloro-2-cyano-vinyl 2-cyano-ethyl sulphide were obtained as an oil, 1H-NMR: δ=2.6-2.9 (2H) and 3.1-3.5 (2H).

Workup

  1. washThe organic phase was washed with water
  2. concentrationconcentrated
  3. customchromatographed

Sources & evidence

ORD record
ord-b7a01958aedf4de7940f8f9dcd680856
Source dataset
uspto-grants-1987_03
Patent number
US04647687

Reaction notes

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