Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2,3-Dichloroquinoxaline | HCID 16659 | — |
| Reactant | Ammonium Carbonate | HCID 517111 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Chloroquinoxalin-2-amine | HCID 817274 | 27% |
Reaction Steps
2,3-Dichloroquinoxaline (9.90 g, 50.0 mmol) and ammonium carbonate (24.3 g, 300 mmol) were suspended in N,N-dimethylformamide (50 mL) in a stainless steel sealed tube and the mixture was stirred at 60° C. for 72 hours. After water was added to the reaction mixture, extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=7/3). Further, slurry purification was performed using diisopropyl ether, to give 2-amino-3-chloroquinoxaline (2.41 g, yield: 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673908B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-ee06123a34254d5f98abb83046bf7261 |
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| Source note | uspto-grants-2014_03 |
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