HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-(4-(chloromethyl)-5-methyloxazol-2-yl)benzoate → Methyl 4-[4-[(acetylsulfanyl)methyl]-5-methyl-1,3-oxazol-2-yl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-(4-(chloromethyl)-5-methyloxazol-2-yl)benzoate | HCID 23076573 | — |
| Reactant | Potassium ethanethioate | HCID 23670855 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Methyl 4-[4-[(acetylsulfanyl)methyl]-5-methyl-1,3-oxazol-2-yl]benzoate | HCID 86709133 | 91.4% |
Reaction Steps
A solution of methyl 4-[4-(chloromethyl)-5-methyl-1,3-oxazol-2-yl]benzoate (10 g, 37.64 mmol, 1.00 equiv), potassium ethanethioate (5 g, 43.78 mmol, 1.16 equiv) and potassium iodide (300 mg, 1.81 mmol, 0.05 equiv) in acetone (160 mL) was stirred at 35° C. under nitrogen for 30 min. The product was precipitated by the addition of 250 mL water. The precipitate was collected by filtration, washed with water and dried in a vacuum oven to give 10.5 g (91%) of methyl 4-[4-[(acetylsulfanyl)methyl]-5-methyl-1,3-oxazol-2-yl]benzoate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296732B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-2a7d4695556944a2939e03b6748bf2dd |
| Source note | uspto-grants-2016_03 |