Carbon Disulfide → HCID 86680923, compound

HRID 623335Notes

Reaction equation

HRID 623335 reaction equation
[CH2:1]([NH+:4](CCC)[CH2:5][CH2:6]C)[CH2:2]C.[C:11](=[S:13])=[S:12].[CH2:14]([N:17]([CH2:21][CH2:22][CH3:23])[CH2:18][CH2:19][CH3:20])[CH2:15][CH3:16].C(NCC)C>>[CH2:1]([N:4]([CH2:5][CH3:6])[C:11](=[S:13])[S-:12])[CH3:2].[CH2:14]([NH+:17]([CH2:21][CH2:22][CH3:23])[CH2:18][CH2:19][CH3:20])[CH2:15][CH3:16]

Participants

5

Reactant 4

HCID 6348Carbon DisulfideHCID 7616TripropylamineHCID 8021DiethylamineHCID 4228977HCID 4228977, compound

Product 1

HCID 86680923HCID 86680923, compound

Conditions

Temperature
50 °C

Procedure

Preparation of tripropylammonium salt of diethyl dithiocarbamateis 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-7d5e3737b66b411987ee8d6de9c0410f
Source dataset
uspto-grants-2016_04
Patent number
US09302274B2

Reaction notes

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