Isopropanol → Sodium bis(2-ethylhexyl)carbamodithioate

HRID 1953379Notes

Reaction equation

HRID 1953379 reaction equation
[CH2:1]([CH:3]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:4][NH:5][CH2:6][CH:7]([CH2:12][CH3:13])[CH2:8][CH2:9][CH2:10][CH3:11])[CH3:2].[OH-].[Na+:19].CC(O)C.[C:24](=[S:26])=[S:25]>>[CH2:12]([CH:7]([CH2:8][CH2:9][CH2:10][CH3:11])[CH2:6][N:5]([CH2:4][CH:3]([CH2:1][CH3:2])[CH2:14][CH2:15][CH2:16][CH3:17])[C:24](=[S:25])[S-:26])[CH3:13].[Na+:19]

Participants

5

Reactant 4

HCID 3776IsopropanolHCID 6348Carbon Disulfide2×HCID 7791Bis(2-ethylhexyl)amineHCID 14798Sodium Hydroxide

Product 1

HCID 23669772Sodium bis(2-ethylhexyl)carbamodithioate

Procedure

149.2 grams (0.62 mol) of di(2-ethylhexyl)amine, 50.5 grams of a 50 wt % NaOH solution (0.63 mol NaOH), and 80 mL reagent 2-propanol, were all added to a 1 liter bottom-out resin kettle reaction flask equipped with an overhead stirrer, a thermocouple probe, a reflux condenser, a Clasien adapter and a 60 mL addition funnel. 37.9 mL (0.63 mol) of carbon disulfide (CS2) was then charged to the addition funnel and added dropwise over a 30 minute period. The reaction temperature was maintained at 18-20° C. over the course of the CS2 addition. The resultant reaction mixture was post-reacted at 30° C. for 1 hour.

Workup

  1. customequipped with an overhead stirrer
  2. additiona thermocouple probe, a reflux condenser, a Clasien adapter and a 60 mL addition funnel
  3. additionadded dropwise over a 30 minute period
  4. customThe resultant reaction mixture
  5. customwas post-reacted at 30° C. for 1 hour

Sources & evidence

ORD record
ord-a91226e506d84565afb6f3cb6ee389e2
Source dataset
uspto-grants-2000_09
Patent number
US06117826

Reaction notes

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