Reaction #710514

ord-b4239ce51af94dc3a1f2325cb5b86dde

Reaction equation

CCNCC
diethylamine
CC[NH+](CC)CC
triethylammonium
CCN(CC)C(=S)S
diethyl dithiocarbamate
S=C=S
carbon disulfide
CCN(CC)CC
triethylamine
CCN(CC)C(=S)[S-].CC[NH+](CC)CC
final product
CCN(CC)C(=S)[S-].CC[NH+](CC)CC
Triethylammonium N,N-Diethyl Dithiocarbamate

Conditions

Temperature
50°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturemaintain the temperature below 30° C
  2. 2
    Otherto remove the excess amine
  3. 3
    Otherfor the removal of low volatiles

Procedure

Preparation of triethylammonium salt of diethyl dithiocarbamate is as follows: 76 grams (1 mole) carbon disulfide and 101 grams (1 mole) triethylamine are mixed at 10° C. under nitrogen. To the mixture is added in slowly 80.5 grams (1.1 mole) diethylamine drop wise and maintain the temperature below 30° C. Then the mixture is heated to 50° C. for 1 hour. The solution is then stripped out under vacuum to remove the excess amine and for the removal of low volatiles to obtain final product. The acid number (normally below 30) is measured to check the acidity. The product purity (ranging between 85-95%) is measured by LC-MS and NMR.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09302272B2uspto-grants-2016_04