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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671244Generated: October 31, 2026

Lawesson's reagent → tert-butyl N-(1-carbamothioyl-1-methylethyl)carbamate

https://huagongshe.com/reaction/1671244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactanttert-Butyl (1-amino-2-methyl-1-oxopropan-2-yl)carbamateHCID 11287144—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl N-(1-carbamothioyl-1-methylethyl)carbamateHCID 1518636248.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994185B2
Source datasetuspto-grants-2011_08
ORD IDord-08a0bf909b8d426785110f3b8af266ca
Source noteuspto-grants-2011_08