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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 372112Erstellt: 27. Oktober 2026

Hydrochloric Acid → 1-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-ol

https://huagongshe.com/reaction/372112

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium CarbonateHCID 11430—
EduktThionyl ChlorideHCID 24386—
Edukt1-(Pyridin-3-yl)butane-1,3-dioneHCID 300160—
EduktSodiumHCID 5360545—
Edukt1-(p-Cyclohexylureido-phenoxy)-3-amino-propan-2-olHCID 12238230—
Edukt2-Nicotinoyl-1-methylvinyl chloride hydrochlorideHCID 73676332—
EduktNicotinoyl-methylvinyl chloride hydrochlorideHCID 131711099—
LösungsmittelTolueneHCID 1140—
Produkt1-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-olHCID 70619284—

Reaktionsschritte

6.1 g of 1-(p-cyclohexylureido-phenoxy)-3-amino-propan-2-ol ##STR49## are dissolved in 50 ml of anhydrous toluene and 5.7 g of anhydrous potassium carbonate are added. A mixture of 4.4 g of 2-nicotinoyl-1-methylvinyl chloride hydrochloride of the formula ##STR50## (prepared from the sodium salt of nicotinoyl-acetone, which is first converted by means of HCl gas into the hydrochloride of free nicotinoyl-acetone and then, using thionyl chloride, into nicotinoyl-methylvinyl chloride hydrochloride) in 50 ml of anhydrous toluene is added slowly, with cooling and stirring, to this mixture and stirring is subsequently continued for 36 hours at room temperature. The product is then filtered and the residue is dissolved in water and the solution is rendered alkaline by means of sodium carbonate and extracted three times with chloroform. The chloroform extracts are concentrated, together with the original toluene filtrate, in vacuo at approx. 14 to 20 mm Hg. 1-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-ol is thus obtained after repeated recrystallisation from aqueous ethanol. ##STR51## Melting point: 168° C Analysis: (C25H32N4O4)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04088764
Quelldatensatzuspto-grants-1978_05
ORD IDord-735257e6624e41b3a249a3dcce972318
Quellennotizuspto-grants-1978_05