HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine hydrochloride → 2-(4-Nitro-phenyl)-5-[3-(2H-tetrazol-5-yl)-propyl]-4-thioxo-4,5-dihydro-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine hydrochloride | HCID 11130 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 4-[2-(4-Nitro-phenyl)-6-oxo-4-thioxo-6H-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-5-yl]-butyronitrile | HCID 11653778 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-(4-Nitro-phenyl)-5-[3-(2H-tetrazol-5-yl)-propyl]-4-thioxo-4,5-dihydro-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-6-one | HCID 11531911 | — |
Reaction Steps
Sodium azide (76 mg, 1.17 mmol) and triethylamine hydrochloride (161 mg, 1.17 mmol) are added to a solution of Compound 35 (462.5 mg, 1.25 mmol) dissolved in DME (15 ml) and the suspension is refluxed for 48 hours. The mixture is then cooled to room temperature and the solvent is removed under reduced pressure. Water (30 ml) and ethyl acetate (30 ml) are added thereto and the aqueous phase is extracted three more times with ethyl acetate. The combined organic extracts are dried over Na2SO4 and the solvent is evaporated under reduced pressure. The crude product is recrystallized from ethanol to give Compound 36.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795255B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-98273622fff54d2884ef0b310bf74c98 |
| Source note | uspto-grants-2010_09 |