Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Methyl 3-amino-5-nitrobenzoate | HCID 2756518 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68645933 | HCID 68645933 | 93% |
Reaction Steps
A mixture of methyl 3-amino-5-nitrobenzoate 24.7 g (126 mmol), pyridine 51 mL (630 mmol), methanesulfonyl chloride 12 mL (151 mmol) and chloroform (250 mL) was stirred at 40° C. for 5 hours. The solvent was evaporated and to the residue was added 1N hydrochloric acid and the mixture was extracted with ethyl acetate 500 mL. The organic layer was washed with 1N hydrochloric acid and 5% aqueous sodium chloride solution and dried on magnesium sulfate. The solvent was evaporated and the residue was recrystallized from a mixed solvent of ethyl acetate and n-hexane to give 32.1 g (117 mmol) of the title compound (yield: 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07816387B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-753a9800d95d428f98ee02897e8cf66f |
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| Source note | uspto-grants-2010_10 |
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