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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium nitrate | HCID 22985 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 2-Hydroxy-4-Methoxybenzaldehyde | HCID 69600 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Chloro-2-hydroxy-4-methoxybenzaldehyde | HCID 55253343 | 21.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07534788B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-19630f5060ce456b9439696f754f90a0 |
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| Source note | uspto-grants-2009_05 |
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