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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534589Generated: October 30, 2026

Sulfuric Acid → HCID 18382719, compound

https://huagongshe.com/reaction/1534589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactanttert-ButanolHCID 6386—
ReactantSodium HydroxideHCID 14798—
Reactant3,5-dimethylpyridine-2-carbonitrileHCID 8167269—
SolventAcetic AcidHCID 176—
ProductHCID 18382719HCID 18382719—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a stirred solution of 20.3 g (0.153 mol) of 2-cyano-3,5-dimethylpyridine in 100 mL of acetic acid was added 20 mL of conc. sulfuric acid within 10 minutes (temp. rose to 35° C.), followed by 20 mL of t-butanol over an additional 15 minutes. The solution was warmed at 75° C. for 30 minutes after which it was cooled to room temperature and basified with 25% NaOH. The product was extracted 3×with EtOAc (600 mL), which was combined and washed 1× with brine, dried (Na2SO4), filtered and concentrated in vacuo to give the title compound (31.26 g) as a yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05089496
Source datasetuspto-grants-1992_02
ORD IDord-41779624e364451292f14972215b6c62
Source noteuspto-grants-1992_02