Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 66928885 | HCID 66928885 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66928512 | HCID 66928512 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 1-[5-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-4-nitro-1H-pyrazole (390 mg, 1.32 mmol), iron powder (223 mg, 3.96 mmol) and NH4Cl (357 mg, 6.60 mmol) in a mixture of EtOH (7.0 mL) and water (3.5 mL) was stirred at 75° C. for 30 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (40 mL) was added followed by 1M NaOH (40 mL). The aq. layer was extracted with CH2Cl2 (2×20 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a deep red oil. LC-MS-conditions 02: tR=0.63 min; [M+H]+=266.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288419B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-6afd448c6a1b48acb6c71ddb8de7b649 |
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| Source note | uspto-grants-2012_10 |
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