Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetohydrazide | HCID 14039 | — |
| Reactant | HCID 86718508 | HCID 86718508 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 70979775 | HCID 70979775 | 50% |
Reaction Steps
A disposable tube was charged with 9-fluoro-4,5-dihydro-1H-benzo[b][1,4]diazepine-2(3H)-thione (40 mg, 0.204 mmol) and a stirbar. nBuOH (5 mL) was added, followed by acetohydrazide (30.2 mg, 0.408 mmol), and the solution was stirred at 130° C. overnight. The solution was concentrated with celite and purified by silica gel chromatography (eluting with methylene chloride/methanol/1% ammonium hydroxide) to yield 10-fluoro-1-methyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine as an off-white amorphous solid (0.022 g, 0.101 mmol, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422292B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-42966bc7cad542a28f7e1a7ee91eb384 |
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| Source note | uspto-grants-2016_08 |
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