HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2355272Generated: November 1, 2026
Sodium Azide → Methyl 4-(azidomethyl)-2-chlorobenzoate
https://huagongshe.com/reaction/2355272
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Methyl 4-(bromomethyl)-2-chlorobenzoate | HCID 22072833 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-(azidomethyl)-2-chlorobenzoate | HCID 57461226 | 89.1% |
Reaction Steps
Add sodium azide (2.44 g, 37.49 mmol) to crude 4-bromomethyl-2-chloro-benzoic acid methyl ester (7.6 g, 28.84 mmol) in anhydrous dimethylformamide (100 mL) at room temperature under argon gas. Stir the reaction mixture at 50° C. overnight. Quench the reaction mixture with water and extract with ether (3×). Combine the organic layers, wash with brine, dry over sodium sulfate, and concentrate to provide the crude product (5.8 g, 25.7 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07754742B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-30dd83ab2ae8426a8bc1992b23881f86 |
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| Source note | uspto-grants-2010_07 |
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