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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925495Generated: October 29, 2026

Ethyl isothiocyanatoformate → Ethyl (6-bromo-pyridin-2-ylamino)carbonothioylcarbamate

https://huagongshe.com/reaction/925495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isothiocyanatoformateHCID 85320—
Reactant2-Amino-6-bromopyridineHCID 300809—
SolventDichloromethaneHCID 6344—
ProductEthyl (6-bromo-pyridin-2-ylamino)carbonothioylcarbamateHCID 57361094—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 2-amino-6-bromopyridine (1) (253.8 g, 1.467 mol) in DCM (2.5 L) cooled to 5° C. was added ethoxycarbonyl isothiocyanate (173.0 mL, 1.467 mol) dropwise over 15 min. The reaction mixture was then allowed to warm to room temp. (20° C.) and stirred for 16 h. Evaporation in vacuo gave a solid which was collected by filtration, thoroughly washed with petrol (3×600 mL) and air-dried to afford (2). The thiourea was used as such in the next step without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284311B2
Source datasetuspto-grants-2016_03
ORD IDord-24027aa5f0fa44339fa78a8736ffb427
Source noteuspto-grants-2016_03