Carbon Disulfide → HCID 86680923, compound

HRID 623333Notes

Reaction equation

HRID 623333 reaction equation
[CH2:1]([NH+:4]([CH2:8][CH2:9][CH3:10])[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[CH3:11][CH2:12][N:13]([C:16]([SH:18])=[S:17])[CH2:14][CH3:15].C(=S)=S.C(N(CCC)CCC)CC.C(NCC)C>>[CH2:12]([N:13]([CH2:14][CH3:15])[C:16](=[S:17])[S-:18])[CH3:11].[CH2:1]([NH+:4]([CH2:8][CH2:9][CH3:10])[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3]

Participants

6

Reactant 5

HCID 6348Carbon DisulfideHCID 7616TripropylamineHCID 8021DiethylamineHCID 8987Diethyldithiocarbamic AcidHCID 4228977HCID 4228977, compound

Product 1

HCID 86680923HCID 86680923, compound

Conditions

Temperature
50 °C

Procedure

Preparation of tripropylammonium salt of diethyl dithiocarbamate is as follows: 76 grams (1 mole) carbon disulfide and 143 grams (1 mole) tripropylamine are mixed at 10° C. under nitrogen. 80.5 grams (1.1 mole) diethylamine is added slowly and drop wise to the mixture and the mixture is maintained at a 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.

Workup

  1. temperaturethe mixture is maintained at a temperature below 30° C
  2. customto remove the excess amine
  3. customfor the removal of low volatiles

Sources & evidence

ORD record
ord-cc9e064660aa45cfb9a5b39058d818b9
Source dataset
uspto-grants-2016_04
Patent number
US09302272B2

Reaction notes

Loading…