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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633453Generated: November 3, 2026

Lawesson's reagent → 2,2-dimethyl-6-nitro-2H-benzo[b][1,4]oxazine-3(4H)-thione

https://huagongshe.com/reaction/633453

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant2,2-Dimethyl-6-nitro-2H-benzo[B][1,4]oxazin-3(4H)-oneHCID 10656631—
SolventTolueneHCID 1140—
Product2,2-dimethyl-6-nitro-2H-benzo[b][1,4]oxazine-3(4H)-thioneHCID 5941052782.3%

Reaction Steps

2,2-Dimethyl-6-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one (3.4 g) and Lawesson's reagent (6.19 g, 1.0 eq.) were suspended in toluene (100 ml). The reaction mixture was refluxed for one hour. The mixture was then evaporated. The residue was purified by Combiflash chromatography (EtOAc in hexanes=0-100%) to give 2,2-dimethyl-6-nitro-2H-benzo[b][1,4]oxazine-3(4H)-thione (3 g, 82% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321763B2
Source datasetuspto-grants-2016_04
ORD IDord-f7022769ef164b6e8225719bef8ba1ee
Source noteuspto-grants-2016_04