Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfide | HCID 14804 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3-chloro-1-(2-methoxy-4-nitrophenyl)-1H-1,2,4-triazole | HCID 58075740 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58075503 | HCID 58075503 | 73% |
Reaction Steps
Step E (3): Water (8 mL) and dioxane (8 mL) were added to a mixture of 3-chloro-1-(2-methoxy-4-nitrophenyl)-1H-1,2,4-triazole (0.900 g, 3.53 mmol) and sodium sulfide (1.379 g, 17.67 mmol) in a 20 mL vial. The vial was capped and heated at 70-80° C. for 24 hours. The mixture was cooled to rt, poured into water (300 mL) and extracted with EtOAc (2×150 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to afford 4-(3-chloro-1H-1,2,4-triazol-1-yl)-3-methoxyaniline (577 mg, 73%) as a brown solid. LC-MS (M+H)+ 225.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349880B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-37539d47e58d4bfdb81eed91e36dab1f |
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| Source note | uspto-grants-2013_01 |
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