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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061113Generated: October 30, 2026

Tert-Butyl nitrite → 250593-00-1

https://huagongshe.com/reaction/1061113

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 numberUS06525204B1
Source datasetuspto-grants-2003_02
ORD IDord-d51500dc2f5e4f4dbf5373c1437b2f26
Source noteuspto-grants-2003_02