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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2257523Generated: November 1, 2026

Dimethylformamide → 2-(2-Propen-1-ylthio)pyrazine

https://huagongshe.com/reaction/2257523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAllyl AlcoholHCID 7858—
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 178527737HCID 178527737—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product2-(2-Propen-1-ylthio)pyrazineHCID 302589944.2%

Reaction Steps

0.58 g of allyl alcohol was dissolved in 50 ml of dichloromethan and 2.89 g of triphenylphosphine and 1.96 g of N-bromosuccinimide were added thereto. The mixture was stirred at room temperature for 30 minutes, and 5 ml of dimethylformamide solution in which 1.0 g of 2-mercaptopyrazine and 1 ml of triethylamine were dissolved was added to the above solution. The resulting mixture was stirred at room temperature for 1 hour and poured into 100 ml of water. The organic layer was separated and concentrated to dryness. The residues were purified by silica gel chromatography using ethyl acetate:n-hexane=1:1 as an eluate to give 0.6 g of titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05658913
Source datasetuspto-grants-1997_08
ORD IDord-567a66f0b28244a88f5fb2b6b1881f56
Source noteuspto-grants-1997_08