HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 3-Morpholin-4-yl-3-thioxopropanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 4-(Cyanoacetyl)morpholine | HCID 229279 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Morpholin-4-yl-3-thioxopropanenitrile | HCID 45158941 | 131.2% |
Reaction Steps
To a solution of 3-morpholin-4-yl-3-oxopropanenitrile (3.0 g, 19.5 mmol) in anhydrous THF (45 mL) was added Lawesson's reagent (4.2 g, 10.3 mmol). The reaction mixture was allowed to stir at rt for 16 h and was then concentrated to small volume. A solid precipitated and was filtered. The solid was washed with diethyl ether to give 3-morpholin-4-yl-3-thioxopropanenitrile (2.3 g, 70%). LCMS: (AA) ES+ 171.2. 1H NMR (400 MHz, d1-chloroform) δ: 4.29-4.27 (m, 2H), 4.00 (s, 2H) and 3.83-3.81 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183240B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-29f49d80472d421b992ee4ce154b5304 |
| Source note | uspto-grants-2012_05 |