2-Furanmethanethiol → 252736-36-0

HRID 2416348Notes

Reaction equation

HRID 2416348 reaction equation
[CH2:1]([SH:7])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+:9].Br[CH2:11][CH2:12][CH3:13].[S:14]([O-])([O-])(=O)=S.[Na+].[Na+].[CH2:21]([O:24][S:25]([O-:28])(=[O:27])=[S:26])[CH2:22][CH3:23].[Na+]>O.CO.O>[CH2:21]([O:24][S:25]([O-:28])(=[O:27])=[S:26])[CH2:22][CH3:23].[Na+:9].[CH2:11]([S:14][S:7][CH2:1][C:2]1[O:6][CH:5]=[CH:4][CH:3]=1)[CH2:12][CH3:13]

Participants

9

Reactant 5

HCID 73632-FuranmethanethiolHCID 78401-BromopropaneHCID 14798Sodium HydroxideHCID 24477Sodium ThiosulfateHCID 86585632HCID 86585632, compound

Product 2

HCID 15743318252736-36-0HCID 86585632HCID 86585632, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 22242641Methanol--water (1/1)Solvent

Procedure

Furfuryl propyl disulfide was prepared by a Bunte salt reaction. Sodium furfurylthiolate was prepared by reaction of furfuryl mercaptan with sodium hydroxide in water. Sodium propylthiosulfate (Bunte salt) was prepared by reaction of bromopropane with sodium thiosulfate in a mixture of methanol/water. The reaction of the two salts, sodium furfurylthiolate and sodium propylthiosulfate, in water yielded furfuryl propyl disulfide.

Sources & evidence

ORD record
ord-543fe0b21d4e4de999ff99fdcbb1edf1
Source dataset
uspto-grants-2004_11
Patent number
US06824805B2

Reaction notes

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