Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | 2,3-Dichloro-5-nitropyridine | HCID 2763106 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 53779776 | HCID 53779776 | 70.3% |
Reaction Steps
2,3-Dichloro-5-nitropyridine (7.90 g, 0.041 mol) (Synthesis, 1990, 499) was dissolved in ethanol (150 ml) and was treated with thiourea (3.43 g, 0.045 mol). The resultant mixture was then heated to reflux with stirring under argon. After 3 h, the reaction mixture was allowed to cool, and was left stirring at room temp. for 16 h. 10% Sodium hydroxide solution (160 ml) was then added and the reaction mixture was heated to reflux with stirring. After 1 h, the reaction mixture was cooled to 10° C., and methyl iodide (2.80 ml, 0.045 mol) was added. After 1 h, the resultant precipitate was filtered off to give the title compound as an orange solid (5.90 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05866586 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-9e5e3d2cc2c64568ad8b6cb2e0f4d722 |
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| Source note | uspto-grants-1999_02 |
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