Triethylamine → HCID 20378258, compound

To a stirred solution of 1.8 g (0.005 mole) of 4,5-diphenyl-2-(1,1,2,2-tetrafluoroethylthio)imidazole and 5 g (0.05 mole) triethylamine in 20 ml tetrahydrofuran, was added dropwise at room temperature a solution of 2-chlorotetrahydrofuran, which had been prepared by adding 2.4 g (0.018 mole) of sulfuryl chloride to 30 ml tetrahydrofuran and waiting until the exothermic reaction mixture had returned to room temperature. The reaction mixture was stirred at room temperature for four days, then poured into ice water containing excess sodium bicarbonate. The aqueous mixture was extracted with methylene chloride, which was dried and concentrated. The crystalline residue was purified by chromatography on silica gel, eluting with toluene, to give 1.6 g of product, mp 145°-6° (from methylcyclohexane).

1. customhad been prepared
2. waitwaiting until the exothermic reaction mixture
3. customhad returned to room temperature
4. extractionThe aqueous mixture was extracted with methylene chloride, which
5. customwas dried
6. concentrationconcentrated
7. customThe crystalline residue was purified by chromatography on silica gel
8. washeluting with toluene

ORD record

ord-08061192d6ed46a7a1a2a32db650e343

Source dataset

uspto-grants-1980_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04182769