Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 67204358 | HCID 67204358 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 58598892 | HCID 58598892 | — |
Reaction Steps
NCS (0.25 g, 1.9 mmol) and acetic acid (10 mL) were added to a solution of ethyl carbamate-5-methoxy-2,3,3a,8a-tetrahydro-1H-2-aza-cyclopenta[a]inden-8-one (0.52 g, 1.9 mmol) in DCE (10 mL), and stirred overnight at 60° C. The reaction was quenched with aqueous HCl (1 M) and washed with brine. The organic extracts were dried over MgSO4, and concentrated. The crude product was purified by column chromatography (SiO2) using a 0-60% EtOAc-hexanes gradient to afford the subtitle compound as a mixture of regioisomers. MS calculated for C15H16ClNO4+H: 310, observed: 310.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08716324B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-9df47356920348e7a544bd3dd4e5b65a |
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| Source note | uspto-grants-2014_05 |
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