Bleirhodanid → {[(2,2,2-Trichloroethoxy)carbonyl]amino}acetyl isothiocyanate

HRID 1706617Notes

Reaction equation

HRID 1706617 reaction equation
[Cl:1][C:2]([Cl:13])([Cl:12])[CH2:3][O:4][C:5]([NH:7][CH2:8][C:9](Cl)=[O:10])=[O:6].[Pb](SC#N)[S:15][C:16]#[N:17]>C1(C)C=CC=CC=1>[Cl:1][C:2]([Cl:13])([Cl:12])[CH2:3][O:4][C:5]([NH:7][CH2:8][C:9]([N:17]=[C:16]=[S:15])=[O:10])=[O:6]

Participants

4

Reactant 2

HCID 516874BleirhodanidHCID 20357786N-(2,2,2-Trichloroethyloxycarbonyl)-glycyl chloride

Product 1

HCID 20333772{[(2,2,2-Trichloroethoxy)carbonyl]amino}acetyl isothiocyanate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 20 parts of the preceeding acetyl chloride and 30 parts of lead thiocyanate in 150 parts by volume of toluene is refluxed for about 4 hours, then cooled to ambient temperature and filtered. The solvent is removed from the filtrate and the remaining oil distilled using fractionating column under vacuum to give {[(2,2,2-trichloroethoxy)carbonyl]amino}acetyl isothiocyanate. This compound is represented by the following formula

Workup

  1. filtrationfiltered
  2. customThe solvent is removed from the filtrate
  3. distillationthe remaining oil distilled

Sources & evidence

ORD record
ord-021e2d4423f54e37941da6f8ca876973
Source dataset
uspto-grants-1980_06
Patent number
US04208327

Reaction notes

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