HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → tert-butyl N-(1-carbamothioyl-1-methylethyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | tert-Butyl (1-amino-2-methyl-1-oxopropan-2-yl)carbamate | HCID 11287144 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl N-(1-carbamothioyl-1-methylethyl)carbamate | HCID 15186362 | 48.8% |
Reaction Steps
N2-{[(1,1-dimethylethyl)oxy]carbonyl}-2-methylalaninamide (3.87 g, 19.13 mmol), Lawesson's reagent (7.74 g, 19.13 mmol) and tetrahydrofuran (THF) (100 mL) was heated to 50° C. for 3 hours. The reaction was concentrated, added 150 cc of EtOAc and washed with sat'd NaHCO3 (3×100 cc), water and brine. The EtOAc layer was concentrated and the residue was purified via chromatography on silica gel eluted Hex to 1:1 Hex/EtOAc to obtain the title compound (2.04 g, 48% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994185B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-08a0bf909b8d426785110f3b8af266ca |
| Source note | uspto-grants-2011_08 |