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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537730Generated: October 30, 2026

2-Amino-5-bromopyridine → Ethyl [(5-bromopyridin-2-yl)carbamothioyl]carbamate

https://huagongshe.com/reaction/537730

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-bromopyridineHCID 70622—
ReactantEthyl isothiocyanatoformateHCID 85320—
SolventDichloromethaneHCID 6344—
ProductEthyl [(5-bromopyridin-2-yl)carbamothioyl]carbamateHCID 59286274100%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 2-amino-5-bromopyridine (1) (200.0 g, 1.156 mol) in DCM (2.0 L) cooled to 5° C. was added ethoxycarbonyl isothiocyanate (134.9 mL, 1.156 mol) dropwise over 15 min. The reaction mixture was then allowed to warm to room temperature (20° C.) and stirred for 16 h. Evaporation in vacuo gave a yellow solid which was collected by filtration, thoroughly washed with petrol (3×500 mL) and air-dried to afford the title compound (351.5 g, quantitative). No further purification was required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865699B2
Source datasetuspto-grants-2014_10
ORD IDord-e55a7f9ade284d26adfb5ef3206d0fcf
Source noteuspto-grants-2014_10