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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898125Generated: October 31, 2026

Triethylamine → 4-Diethoxymethyl-2-hexylsulfanyl-6-trifluoromethyl-pyrimidine

https://huagongshe.com/reaction/898125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5,5-Diethoxy-1,1,1-trifluoro-pent-3-yn-2-oneHCID 10977093—
Reactant(Hexylsulfanyl)methanimidamide hydrobromideHCID 12387367—
SolventTetrahydrofuranHCID 8028—
Product4-Diethoxymethyl-2-hexylsulfanyl-6-trifluoromethyl-pyrimidineHCID 6929329876.7%

Reaction Conditions

Temperature20 °C

Reaction Steps

5,5-Diethoxy-1,1,1-trifluoro-pent-3-yn-2-one (2 g, 8.9 mmol) and 2-hexyl-isothiourea hydrobromide (2.4 g, 9.8 mmol) were dissolved under nitrogen in THF (20 mL). Then triethylamine (2.7 mL, 19.6 mmol) was added slowly. The reaction was exothermic (40° C.). The suspension was stirred for 4 h at 20° C. The product was extracted with AcOEt, sat. NH4Cl solution, dried and concentrated. The residue was purified by silica gel chromatography in heptane/AcOEt 20:1. One obtained 2.5 g (76%) of a colorless oil. MS: m/z=367 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351700B2
Source datasetuspto-grants-2008_04
ORD IDord-0ccb4f6ef8da45299b21d54196711381
Source noteuspto-grants-2008_04