HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl acetylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)methanol | HCID 473933 | — |
| Product | 5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl acetylcarbamate | HCID 478188 | 35% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a suspension of the compound 19 (77.6 mg, 0.200 mmol) in acetic anhydride (1 mL) was added conc. sulfuric acid (0.24 eq.), and heated with reflux at 110° C. for 1 hour. Triethylamine (0.1 mL) was added to the reaction mixture, and the mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column (eluate: ethyl acetate) to give the compound 80 (31 mg, 35%) as crystals. Mp. 163-164° C. (hexane-ether) Rf 0.10 (1:2 EtOAc - hexane)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06054591 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-3fc16d5043d84235b8b744692a71e038 |
| Source note | uspto-grants-2000_04 |