Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | alpha-Chloro-2-methyl-3-nitrotoluene | HCID 108947 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22170378 | HCID 22170378 | 48.3% |
Reaction Steps
A mixture of 2-methyl-3-nitrobenzylchloride (0.70 g, 3.77 mmol), sodium azid (1 g, 15.4 mmol), ethanol (10 ml) and water (2 ml) was heated at 45° C. over night. The mixture was filtered, the filtrate was concentrated, and the residue was purified by chromatography on silica (heptane/EtOAc) to give the compound 2-methyl-3-nitrobenzylazide 0.35 g, which was hydrogenated over 5% palladium-charcoal 80 mg in EtOAc/EtOH 1:1 (14 ml), over night. The mixture was filtered through Celite, and the filtrated was concentrated to give 0.23 g (45%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07037925B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-43472d6beb6c4cbbbfbdccb7ce2cfc9b |
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| Source note | uspto-grants-2006_05 |
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