Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 10955416 | HCID 10955416 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 10901874 | HCID 10901874 | 51% |
Reaction Steps
3-Benzoyl-2-chloro-6-methylpyridine (3.00 g, 12.9 mmol) dissolved in 40 ml of concentrated sulfuric acid was cooled to 5° C. or lower, 1.0 ml of fuming nitric acid was slowly added dropwise thereto, followed by stirring for 30 minutes. The reaction solution was poured into ice water, neutralized with sodium hydroxide aqueous solution and then extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After removing magnesium sulfate by filtration, the solvent was evaporated under a reduced pressure and the resulting residue was recrystallized from ethyl aretate-diisopropyl ether to give 1.81 g (51%) of 2-chloro-6-methyl-3-(3-nitrobenzoyl)pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06136810 |
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| Source dataset | uspto-grants-2000_10 |
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| ORD ID | ord-14257d5354b14f82abc606c72e255ffe |
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| Source note | uspto-grants-2000_10 |
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