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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1701737Generated: October 30, 2026

Allyl Alcohol → N,N-Dimethyl-3-[(prop-2-en-1-yl)oxy]pyrazin-2-amine

https://huagongshe.com/reaction/1701737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl AlcoholHCID 7858—
ReactantSodium hydrideHCID 24758—
Reactant3-Chloro-N,N-dimethylpyrazin-2-amineHCID 20483427—
SolventHexamethylphosphoramideHCID 12679—
ProductN,N-Dimethyl-3-[(prop-2-en-1-yl)oxy]pyrazin-2-amineHCID 20483434—

Reaction Conditions

Temperature0 °C

Reaction Steps

47 g of 2-chloro-3-dimethylamino-pyrazine and 35 g of allyl alcohol are dissolved in 300 ml of hexamethylphosphoric acid triamide. 14.4 g of sodium hydride are introduced into this solution at 0° C. over the course of 30 minutes. The mixture is then stirred for a further hour at 0° C. and for 15 hours at room temperature. The reaction mixture is then poured into 2 liters of ice water. After excess sodium hydride has been decomposed, the mixture is extracted by shaking with ether. The ether extracts are washed with water until neutral, dried over sodium sulphate and evaporated in a waterpump vacuum. The residue is distilled under reduced pressure. 2-Allyloxy-3-dimethylamino-pyrazine, boiling point 110°-115° C./10 mm Hg, is thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04195090
Source datasetuspto-grants-1980_03
ORD IDord-79c6620ebedc410ebd17c14cfa87d02b
Source noteuspto-grants-1980_03