Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 18670174 | HCID 18670174 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18670652 | HCID 18670652 | 86.5% |
Reaction Steps
To a solution of 2.7 g of methyl 2-methoxy-4-(2-chloropyrazin-3-yl)thio-5-nitrobenzoate in tetrahydrofuran (100 ml) were added 50 ml of a saturated aqueous solution of sodium hydrosufide and 30 ml of 27% aqueous ammonia and the resulting mixture was vigorously stirred at room temperature for 1 hour. Then the reaction mixture was extracted with ethyl acetate and the organic layer was dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, a solution of the residue in tetrahydrofuran was stirred at 70° C. for 1 hour. After distilling off the solvent under reduced pressure, dichloroemthane was added to the residue. The crystals thus precipitated were filtered to thereby give 1.9 g of the title compound as red crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06518423B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-1e364d11221b4d058e25dafcb9c1dc8e |
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| Source note | uspto-grants-2003_02 |
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