Triethylamine → HCID 85518176, compound

HRID 1905791Notes

Reaction equation

HRID 1905791 reaction equation
[Cl:1][C:2](Cl)([C:11]#[N:12])[CH2:3][S:4][C:5]([Cl:10])=[C:6]([Cl:9])[C:7]#[N:8].C(N(CC)CC)C>O1CCCC1>[Cl:1][C:2]([C:11]#[N:12])=[CH:3][S:4][C:5]([Cl:10])=[C:6]([Cl:9])[C:7]#[N:8]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 73665927HCID 73665927, compound

Product 1

HCID 85518176HCID 85518176, compoundYield 57.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

133 g of 1,2-dichloro-2-cyano-vinyl 2,2-dichloro-2-cyano-ethyl sulphide were dissolved in 350 ml of tetrahydrofuran, and 53.6 g of triethylamine were added dropwise at 5° to 10° C. The triethylamine hydrochloride which had precipitated out was filtered off with suction, the filtrate was concentrated and the residue was distilled (boiling point 120° to 145° C./2.5 mbar). 66.3 g of 1,2-dichloro-2-cyano-vinyl 2-chloro-2-cyano-vinyl sulphide were obtained as an oil, 1H-NMR: δ=7.1-7.4. A pure stereoisomer of melting point 58° to 60° C. crystallized out, 1H-NMR: δ=7.1.

Workup

  1. customThe triethylamine hydrochloride which had precipitated out
  2. filtrationwas filtered off with suction
  3. concentrationthe filtrate was concentrated
  4. distillationthe residue was distilled (boiling point 120° to 145° C./2.5 mbar)

Sources & evidence

ORD record
ord-baf66c7cbde14b1f9bb9cb7b2c2949d2
Source dataset
uspto-grants-1987_03
Patent number
US04647687

Reaction notes

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