Carbon Disulfide → HCID 21703348, compound

HRID 1086392Notes

Reaction equation

HRID 1086392 reaction equation
[C:1](=[S:3])=[S:2].[CH2:4]([N:6]([CH2:9][CH3:10])[CH2:7][CH3:8])[CH3:5].P(Cl)(Cl)O[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1CCCCCCCCC>C1(C)C=CC=CC=1>[C:1](=[S:3])([S-:2])[NH2:6].[CH2:4]([NH+:6]([CH2:9][CH3:10])[CH2:7][CH3:8])[CH3:5].[CH3:10][CH2:9][N:6]([CH2:7][CH3:8])[C:1](=[S:3])[S:2][CH2:17][CH2:18][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

6

Reactant 3

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 19818861HCID 19818861, compound

Product 2

HCID 21703348HCID 21703348, compoundHCID 54391966HCID 54391966, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

The triethylammonium salt of N,N-di-2-ethylhexyldithiocarbamic acid was prepared by reacting di-2-ethylhexylamine and carbon disulfide in the presence of triethylamine in toluene. This is a reaction well known to those skilled in the art. To 0.5 moles of this salt there was added drop-wise 0.25 moles of the nonylphenyl phosphorodichloridite compound prepared in Example 1 dissolved in 250 milliliters of toluene. An exothermic reaction resulted. After the exothermic reaction had subsided, the reaction mixture was stirred and heated at 50° to 60° C. for six hours. It was then cooled and filtered. The filtrate was washed with water, dried over magnesium sulfate, and stripped of solvent. The yield was 210 grams (a 95% yield) of a clear light brown reaction product.

Workup

  1. customa reaction
  2. customAn exothermic reaction
  3. customresulted
  4. customAfter the exothermic reaction
  5. temperatureheated at 50° to 60° C. for six hours
  6. temperatureIt was then cooled
  7. filtrationfiltered
  8. washThe filtrate was washed with water
  9. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-5af1f646e2d24568935132223e1f785b
Source dataset
uspto-grants-1991_07
Patent number
US05030368

Reaction notes

Loading…