Carbon Disulfide → Dibutylcarbadithioic acid

HRID 988744Notes

Reaction equation

HRID 988744 reaction equation
[CH2:1]([NH:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[C:10](=[S:12])=[S:11]>C(O)(C)C>[CH2:1]([N:5]([CH2:6][CH2:7][CH2:8][CH3:9])[C:10](=[S:11])[SH:12])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6348Carbon DisulfideHCID 8148Dibutylamine

Product 1

HCID 8685Dibutylcarbadithioic acid

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

5′-(Dibutyldithiocarbamyl)-2,5-dimercapto-1,3,4-thiadiazole (i.e., formula (I) where X is hydrogen and R1 and R2 are n-butyl radicals) was prepared in the following manner. In 100 grams of isopropyl alcohol 26 grams of dibutyl amine was combined with 16 grams of CS2 and held at a temperature of about 40° C. for about 1 hour to yield a dibutyl dithiocarbamic acid intermediate. Subsequently, 30 grams of 2,5-dimercapto-1,3,4-thiadiazole was added to the mixture along with 20 grams of 35 wt. % hydrogen peroxide. The mixture was reacted for about 1 hour at a temperature of about 28° C. to yield the liquid end product 5′-(dibutyldithiocarbamyl)-2,5-dimercapto-1,3,4-thiadiazole.

Sources & evidence

ORD record
ord-6790862ded7b49eea72d2feb6c86f4b1
Source dataset
uspto-grants-2003_10
Patent number
US06635696B1

Reaction notes

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