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Carbon Disulfide → Diisopropyldithiocarbamate

HRID 988743
Notes
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Reaction equation

HRID 988743 reaction equation
[CH:1]([NH:4][CH:5]([CH3:7])[CH3:6])([CH3:3])[CH3:2].[C:8](=[S:10])=[S:9]>C(O)(C)C>[CH:1]([N:4]([CH:5]([CH3:7])[CH3:6])[C:8](=[S:9])[SH:10])([CH3:3])[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6348Carbon DisulfideHCID 7912Diisopropylamine

Product 1

HCID 72677Diisopropyldithiocarbamate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

5′-(Diisopropyldithiocarbamyl)-2,5-dimercapto-1,3,4-thiadiazole (i.e., formula (I) where X is hydrogen and R1 and R2 are isopropyl radicals) was prepared in the following manner. In 100 grams of isopropyl alcohol 20.5 grams of diisopropylamine was combined with 16 grams of carbon disulfide (CS2) and held at a temperature of about 27° C. for about 1 hour to yield a diisopropyl dithiocarbamic acid intermediate. Subsequently, 30 g of a 2,5-dimercapto-1,3,4-thiadiazole was added to the mixture along of 20 g of 35 wt. % hydrogen peroxide. The mixture was reacted for about 1 hour at a temperature of about 28° C. to yield the solid end product 5′-(diisopropyldithiocarbamyl)-2,5-dimercapto-1,3,4-thiadiazole. The isopropyl alcohol was filtered off and saved for recovery.

Sources & evidence

ORD record
ord-f03da01f26e645df97ff1135d9f32ea6
Source dataset
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06635696B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes