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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490450Generated: October 25, 2026

2-Amino-5-chloropyridine → 2-Amino-5-chloro-3-iodopyridine

https://huagongshe.com/reaction/490450

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-chloropyridineHCID 66174—
ReactantN-IodosuccinimideHCID 120273—
ReactantSodium BicarbonateHCID 516892—
SolventAcetic AcidHCID 176—
Product2-Amino-5-chloro-3-iodopyridineHCID 1107601097%

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of 6.43 g of 5-chloropyridin-2-ylamine and 12.38 g of N-iodosuccinimide in 300 ml of glacial acetic acid is heated at around 55° C. for 6 hours. After returning to a temperature of approximately 20° C., the mixture is agitated for approximately 18 hours and then concentrated to dryness under reduced pressure (13 kPa). The residue is taken up with 400 ml of water; the pH of the suspension obtained is brought back to approximately 8 by adding a saturated aqueous sodium hydrogen carbonate solution. The precipitate is filter-dried, washed with water, and dried at 40° C. under reduced pressure (13 kPa) for approximately 3 hours. 12.35 g of 5-chloro-3-iodopyridin-2-ylamine are obtained in the form of a solid, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528147B2
Source datasetuspto-grants-2009_05
ORD IDord-506e8cb1709847888265fbbfa270d949
Source noteuspto-grants-2009_05