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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493201Generated: October 30, 2026

Ammonium nitrate → 5-Chloro-2-hydroxy-4-methoxybenzaldehyde

https://huagongshe.com/reaction/493201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium nitrateHCID 22985—
ReactantChlorosuccinimideHCID 31398—
Reactant2-Hydroxy-4-MethoxybenzaldehydeHCID 69600—
SolventAcetonitrileHCID 6342—
Product5-Chloro-2-hydroxy-4-methoxybenzaldehydeHCID 5525334321.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Hydroxy-4-methoxy-benzaldehyde (0.974 g, 6.40 mmol) was dissolved in 10 mL of acetonitrile and treated with N-chlorosuccinimide (0.983 g, 1.15 eq.) and ammonium nitrate (0.102 g, 0.20 eq.), and the mixture was warmed to 70° C. for roughly 5 h. Evaporation of the solvent, followed by flash chromatography (SiO2, heptane/AcOEt=85/15), and direct crystallization from heptane/AcOEt, produced then 0.259 g of the title compound as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534788B2
Source datasetuspto-grants-2009_05
ORD IDord-19630f5060ce456b9439696f754f90a0
Source noteuspto-grants-2009_05