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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563887Generated: October 30, 2026

Triethylamine → 2-(methylthio)-N-(2-methylpent-3-yn-2-yl)acetamide

https://huagongshe.com/reaction/563887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-Methylpent-3-yn-2-amine hydrochlorideHCID 21923129—
ReactantHCID 178460587HCID 178460587—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(methylthio)-N-(2-methylpent-3-yn-2-yl)acetamideHCID 86014988—

Reaction Steps

Triethylamine (1.84 ml) was added to a stirred solution of 4-amino-4-methyl-pent-2-yne hydrochloride (1.278 g) in DMF (5 ml) giving a white suspension. Methylthioacetic acid (1.0 g) in DMF (5 ml) was then added to the amine followed by the HOBT (1.27 g) and finally EDC (1.806 g). The white suspension was stirred at ambient temperature for 6 hours, and stored for 18 hours. Water was added and the aqueous phase was extracted with diethyl ether. The organic phases were combined, washed with water and dried over magnesium sulphate then filtered and evaporated to give 2-(methylthio)-N-(2-methylpent-3-yn-2-yl) acetamide as a yellow orange solid (1.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067592B2
Source datasetuspto-grants-2011_11
ORD IDord-ebacb50a592d4e359ac795237b12617b
Source noteuspto-grants-2011_11