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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 440331Generated: October 29, 2026

Sodium Chloride → HCID 15507634, compound

https://huagongshe.com/reaction/440331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantTriethylamineHCID 8471—
Reactant1-HexyneHCID 12732—
Reactant2-BromothiazoleHCID 76430—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
ProductHCID 15507634HCID 1550763436%

Reaction Steps

2-Bromothiazole (6.09 mmol, 1.0 g) was added to 40 mL of acetonitrile. CuI (1.52 mmol, 0.29 g), triethylamine (7.31 mmol, 1.01 mL) and bistriphenylphosphine palladium chloride (0.3 mmol, 0.21 g) were added and the solution degassed. Hexyne (6.09 mmol, 0.7 mL) was added and the mixture heated at refluxed overnight. Water was added followed by NaCl and ether. The layers were separated and the aqueous layer extracted with ether (4x). The organic layers were combined, dried (MgSO4), filtered and concentrated. The residue was subjected to flash chromatography (10% ethyl acetate/hexane) to afford 0.36 g (36%) of 2-(1-hexynyl)thiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05519040
Source datasetuspto-grants-1996_05
ORD IDord-0fa8d106ba924b8b9c6a181e86a1a791
Source noteuspto-grants-1996_05