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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875976Generated: October 25, 2026

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

https://huagongshe.com/reaction/1875976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isothiocyanatoformateHCID 85320—
Reactant4,6-Dichloro-2-methylpyrimidin-5-amineHCID 736674—
SolventTolueneHCID 1140—
ProductEthyl (7-chloro-5-methylthiazolo[5,4-d]pyrimidin-2-yl)carbamateHCID 5747659470.5%

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309577B2
Source datasetuspto-grants-2012_11
ORD IDord-acbc6c8363a3429796dd2c3c9334728c
Source noteuspto-grants-2012_11