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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1685031Erstellt: 27. Oktober 2026

Sodium Hydroxide → 3-((2-(3-(3,4-Dichlorobenzyl)ureido)thiazol-4-yl)methylamino)propylphosphonic acid

https://huagongshe.com/reaction/1685031

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt3-Aminopropylphosphonic acidHCID 97587—
EduktSodium cyanoborohydrideHCID 5003444—
Edukt1-(3,4-Dichlorobenzyl)-3-(4-formylthiazol-2-yl)ureaHCID 86622762—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelMethanolHCID 887—
Produkt3-((2-(3-(3,4-Dichlorobenzyl)ureido)thiazol-4-yl)methylamino)propylphosphonic acidHCID 86661293—

Reaktionsschritte

300 mg of 1-(3,4-dichlorobenzyl)-3-(4-formylthiazol-2-yl) urea was dissolved in 5 ml MeOH. 1.0 eq. of tetrabutylammonium bromide and 1.0 eq. of sodium hydroxide were added followed by addition of 1.0 eq. of 3-aminopropylphosphonic acid. To the mixture, 3.0 eq. of sodium cyanoborohydride was added and the reaction was stirred at room temp. overnight. The reaction mixture was loaded to reverse phase column and purified by HPLC to give 3-((2-(3-(3,4-dichlorobenzyl)ureido)thiazol-4-yl)methylamino)propylphosphonic acid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08148380B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-34b40dc733d64cd18ec8505e2014876e
Quellennotizuspto-grants-2012_04