HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 137199432, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium ethanethiolate | HCID 4459711 | — |
| Reactant | HCID 131735517 | HCID 131735517 | — |
| Solvent | 1-Methylpyrrolidine | HCID 8454 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 137199432 | HCID 137199432 | — |
Reaction Steps
A mixture of Example 14E (920.0 mg, 2.286 mmol) and sodium ethanethiolate (641 mg, 6.86 mmol) in N-methylpyrrolidine (40 mL) was stirred at 120° C. for 3 hours. The mixture was treated with brine, acidified to pH 4-5 with 5% citric acid, and extracted with ethyl acetate (twice). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, concentrated, and purified on silica using the ISCO Companion flash system eluting with heptanes/ethyl acetate (5:5 to 4:6) to provide the title compound. MS (ESI+) m/z 389.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328112B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-0e0fa6aed1664fd9a79fd2bc44b446eb |
| Source note | uspto-grants-2016_05 |