HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 86608947, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | HCID 69067664 | HCID 69067664 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86608947 | HCID 86608947 | 63.1% |
Reaction Steps
To a suspension of 0.90 g (4R,9aR)-7-bromo-6-bromomethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 10 ml ethanol was added at room temperature 0.2 g thiourea and the mixture was stirred at ambient temperature for 5 h. To the resulting clear solution was added 1 ml of 2N aqueous sodium hydroxide and the mixture was heated to reflux for 3 h. The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated and the organic phase was purified by chromatography on silica gel with heptane:ethyl acetate=9:1 to yield 0.51 g of the title compound as crystalline solid (MS: 414.1 and 416.2 (M+H+)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547699B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-5d6ee1f1c81646fdbb16a61822f6f65f |
| Source note | uspto-grants-2009_06 |