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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5,5-Diethoxy-1,1,1-trifluoro-pent-3-yn-2-one | HCID 10977093 | — |
| Reactant | (Hexylsulfanyl)methanimidamide hydrobromide | HCID 12387367 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Diethoxymethyl-2-hexylsulfanyl-6-trifluoromethyl-pyrimidine | HCID 69293298 | 76.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07351700B2 |
|---|
| Source dataset | uspto-grants-2008_04 |
|---|
| ORD ID | ord-0ccb4f6ef8da45299b21d54196711381 |
|---|
| Source note | uspto-grants-2008_04 |
|---|