HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → Tert-butyl ((5-methyl-1,3,4-thiadiazol-2-yl)methyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | tert-Butyl (2-(2-acetylhydrazinyl)-2-oxoethyl)carbamate | HCID 59892150 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl ((5-methyl-1,3,4-thiadiazol-2-yl)methyl)carbamate | HCID 59892191 | 79.3% |
Reaction Steps
To a 37.5 mL THF solution of tert-butyl[2-(2-acetylhydrazino)-2-oxoethyl]carbamate (496 mg, 2.15 mmol) was added Lawesson's reagent (900 mg, 2.23 mmol). The resulting reaction mixture was heated to reflux for 3 hr. The reaction was concentrated and chromatographed on silica gel eluting with a gradient solvent mixture of AcOEt & dichloromethane to give the title compound as white crystalline solid (391 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513289B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-0f2d04f8425f410aaa6f0dee9c379248 |
| Source note | uspto-grants-2013_08 |