Sodium Hydroxide → HCID 178478105, Verbindung

1-(2-Aminoethyl)-3-(2,6-dichlorophenyl)thiourea (200 mg) was dissolved under argon in THF (4 ml), admixed with a solution of sodium hydroxide (102 mg) in water (2 ml) and then a slurry of polystyrene-bound toluenesulfonyl chloride (457 mg, 2.9 mmol/g) in THF (4 ml) was added dropwise within five minutes. After stirring at room temperature for 2 h, further polystyrene-bound toluenesulfonyl chloride (65 mg in 2 ml of THF) was added, followed, after a further hour, by further acid chloride (124 mg in 2 ml of THF). After standing overnight, the reaction mixture was filtered, the resin was slurried twice in dichloromethane and the combined phases were concentrated to dryness. The residue was taken up in water/dichloromethane, the phases were separated and the aqueous phase was extracted three times with dichloromethane. The combined organic phases were dried over magnesium sulfate, and the solvent was removed under reduced pressure and the residue subsequently dried under high vacuum. 104 mg of the title compound were obtained.

1. waitAfter standing overnight
2. filtrationthe reaction mixture was filtered
3. concentrationthe combined phases were concentrated to dryness
4. customthe phases were separated
5. extractionthe aqueous phase was extracted three times with dichloromethane
6. dry with materialThe combined organic phases were dried over magnesium sulfate
7. customthe solvent was removed under reduced pressure
8. customthe residue subsequently dried under high vacuum

ORD-Eintrag

ord-a0163c17d9e34acbaf02bc43468d536c

Quelldatensatz

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08653259B2