Hydrogen Sulfide → 28984-20-5

HRID 1154505Notes

Reaction equation

HRID 1154505 reaction equation
C1(C(C(C2C=CC=CC=2)O)=O)C=CC=CC=1.[P]=S.[C:19]1([C:25]([CH:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[SH:28])=[S:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.S.[Ni:36](Cl)Cl.C1C=CC2C(=NNN=2)C=1>O.O1CCOCC1>[Ni:36].[C:29]1([C:27]([C:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[S:26])=[S:28])[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1.[C:29]1([C:27]([C:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[S:26])=[S:28])[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

9

Reactant 6

HCID 402Hydrogen SulfideHCID 72201H-BenzotriazoleHCID 8400BenzoinHCID 24385Nickel DichlorideHCID 133909081,2-Diphenyl-2-sulfanylethane-1-thioneHCID 85882288CID 85882288

Product 1

HCID 1127271628984-20-5

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

The oxidation inhibitor, bis(dithiobenzil) nickel is prepared by adding a mixture of 100 grams of benzoin, 150 grams of phosphorus sulfide and 700 ml of dioxane to a 5 liter, single necked flask equipped with heating mantle and water cooled condenser. The above-described mixture is, then, refluxed for 2 hours, during which the thiophosphoric ester of dithiobenzoin is formed and hydrogen sulfide is evolved. The reaction mixture is cooled and a solution of 50 grams of nickel chloride (hydrated) in 200 ml of water is added to the flask and heated (212° F.) for 2 hours on a steam btah. Black crystals of bis(dithiobenzil) nickel are formed and collected by filtering the cooled solution. Purification is effected by extraction with boiling toluene.

Workup

  1. customThe oxidation inhibitor, bis(dithiobenzil) nickel is prepared
  2. additionby adding
  3. customequipped
  4. customis formed
  5. temperatureThe reaction mixture is cooled

Sources & evidence

ORD record
ord-5f370e4411bf4a4c8a5872d49fc21b43
Source dataset
uspto-grants-1984_12
Patent number
US04490265

Reaction notes

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