Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetohydrazide | HCID 14039 | — |
| Reactant | HCID 86718511 | HCID 86718511 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 70979284 | HCID 70979284 | 23% |
Reaction Steps
A disposable tube was charged with 4,4-dimethyl-4,5-dihydro-1H-benzo[b][1,4]diazepine-2(3H)-thione (600 mg, 2.91 mmol) and a stirbar. nBuOH (30 mL) was added, followed by acetohydrazide (431 mg, 5.82 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/ammonium hydroxide) to yield 1,5,5-trimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine as an off-white amorphous solid (0.153 g, 0.67 mmol, 23%).
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-3d64576c1dbc445da8f279bb1135d49b |
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| Source note | uspto-grants-2016_08 |
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