Ammonia → Dihexyl disulphide

HRID 1703766Notes

Reaction equation

HRID 1703766 reaction equation
[S].N.[SH2:3].[CH2:4](Cl)[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]>CO>[CH2:4]([S:3][S:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 402Hydrogen SulfideHCID 109921-ChlorohexaneHCID 5362487Sulfur

Product 1

HCID 82675Dihexyl disulphideYield 83.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.5 mole sulfur, 6 moles of ammonia and 1.5 mole of hydrogen sulfide were charged into a 3 liter stainless steel autoclave and heated to 70° C. as 3 moles of n-hexyl chloride and 250 ml. of methanol were pumped into the vessel. After 2 hours at 70° C., the mixture was filtered free of ammonium chloride and the filtrate was distilled to give an 83.5 percent yield of di-n-hexyl disulfide, boiling point 120° - 122° C. and 1 mm. n D25 1.4864, d 425 0.9145, RD 0.341, calculated RD 0.315.

Workup

  1. filtrationthe mixture was filtered free of ammonium chloride
  2. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-4223799e7e7a4568bca8eae17bdb9b2c
Source dataset
uspto-grants-1978_11
Patent number
US04125552

Reaction notes

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