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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 250111Erstellt: 25. Oktober 2026

Ethyl isothiocyanatoformate → Ethyl (7-chloro-5-methylthiazolo[5,4-d]pyrimidin-2-yl)carbamate

https://huagongshe.com/reaction/250111

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl isothiocyanatoformateHCID 85320—
Edukt4,6-Dichloro-2-methylpyrimidin-5-amineHCID 736674—
LösungsmittelTolueneHCID 1140—
ProduktEthyl (7-chloro-5-methylthiazolo[5,4-d]pyrimidin-2-yl)carbamateHCID 5747659470,5%

Reaktionsschritte

To a mixture of 4,6-dichloro-2-methylpyrimidin-5-amine (1 g, 5.62 mmol) and O-ethyl carbonisothiocyanatidate (0.66 mL, 5.62 mmol) was added toluene (2 mL) to wet the solids completely. The mixture was placed on 100° C. oil bath for 1.5 hours, at which time, the mixture had seized to give a solid mass. The solids were cooled to ambient temperature and triturated with ether, then the resulting solids were collected by filtration to give ethyl 7-chloro-5-methylthiazolo[5,4-d]pyrimidin-2-ylcarbamate (1.08 g, 3.96 mmol, 70.5% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 12.70 (br. s., 1H) 4.30 (q, J=7.19 Hz, 2H) 2.69 (s, 3H) 1.30 (t, J=7.15 Hz, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07863291B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-95a9bee0f3df4a8abb6d4067962edb8d
Quellennotizuspto-grants-2011_01