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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948627Generated: October 30, 2026

Sodium Hydroxide → 3-Iodo-5-(trifluoromethyl)pyridin-2-amine

https://huagongshe.com/reaction/1948627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 49761587HCID 49761587—
SolventSulfuric AcidHCID 1118—
Product3-Iodo-5-(trifluoromethyl)pyridin-2-amineHCID 15350914100.1%

Reaction Steps

N-(3-iodo-5-(trifluoromethyl)pyridin-2-yl)pivalamide (16.8 g, 45.1 mmole) was taken up in H2SO4 (24 wt. %, 392 ml) and the mixture was stirred for 60 minutes under reflux. After cooling to RT the mixture was neutralised with 4 N NaOH and solid NaHCO3, the aqueous phase was extracted with DCM (3×200 ml) and the combined organic phases were dried over MgSO4. After filtration the solvent was removed on a rotary evaporator. 3-iodo-5-(trifluoromethyl)pyridin-2-amine (13 g, 100%) was obtained as a cream-coloured solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399503B2
Source datasetuspto-grants-2013_03
ORD IDord-d4e8c0d6cc0b457aa6c500f0bd61869e
Source noteuspto-grants-2013_03