1-Bromohexane → HCID 13710783, compound

HRID 1855697Notes

Reaction equation

HRID 1855697 reaction equation
[SH:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[OH-].[Na+].Br[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(O)(C)C>[CH2:11]([S:1][C:2]1[S:3][C:4]([S:7][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[N:5][N:6]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 81011-BromohexaneHCID 14798Sodium HydroxideHCID 178418558HCID 178418558, compound

Product 1

HCID 13710783HCID 13710783, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2,5-bis(n-hexylthio)-1,3,4-thiadiazole was prepared in over 70% yield by reaction of 50 g. (0.32 mole) commercial 2,5-dimercapto-1,3,4-thiadiazole with 26.4 g (0.66 mole) sodium hydroxide in 400 ml refluxing isopropanol followed by the addition of 110 g (0.66 mole) 1-bromohexane. After removal of the solid precipitate (sodium bromide), 71.7 g of product was isolated by vacuum stripping. The product was used without further purification.

Workup

  1. customAfter removal of the solid precipitate (sodium bromide)

Sources & evidence

ORD record
ord-8bcb92134641468c81750f369109f0ee
Source dataset
uspto-grants-1980_08
Patent number
US04216100

Reaction notes

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