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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444937Generated: October 31, 2026

Tert-Butyl nitrite → 250593-00-1

https://huagongshe.com/reaction/1444937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-Butyl nitriteHCID 10906—
ReactantDimethyl DisulfideHCID 12232—
Reactant4-Bromo-2,3-dimethylanilineHCID 23436909—
CatalystCopperHCID 23978—
Product250593-00-1HCID 18757276—

Reaction Conditions

Temperature77.5 °C

Reaction Steps

603 g (5.85 mol) of tert-butyl nitrite and 375 g of copper powder (5.9 mol) are initially charged in 3000 ml of dimethyl disulfide, and 761 g (3.75 mol) of 4-bromo-2,3-dimethylaniline are added dropwise at 50-58° C. The mixture is then stirred at 75-80° C. for 9 hours. For work-up, the mixture is cooled, the residue is filtered off and the filtrate is washed with saturated aqueous NaHCO3 solution. For purification of the product, the organic phase is separated by distillation. Initially, excess dimethyl disulfide is removed under atmospheric pressure. 1870 g of dimethyl disulfide (purity >97% according to GC) are recovered. The residue is then subjected to fractional distillation under reduced pressure (0.1 mbar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07663001B2
Source datasetuspto-grants-2010_02
ORD IDord-4c835f3d506a4de3a4fa27dc4ac384f0
Source noteuspto-grants-2010_02