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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713174Generated: November 3, 2026

p-Toluenesulfonic acid → HCID 178439035, compound

https://huagongshe.com/reaction/713174

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantDiisopropylanilineHCID 32484—
Reactant6-Bromopyridine-2-carbaldehydeHCID 2757009—
SolventTolueneHCID 1140—
ProductHCID 178439035HCID 178439035—

Reaction Conditions

Temperature70 °C

Reaction Steps

A dry, 500 mL 3-neck round bottom flask is charged with a solution of 2-formyl-6-bromopyridine (72.1 g, 383 mmol) and 2,6-diisopropylaniline (72.5 g, 383 mmol) in 500 mL of anhydrous toluene containing 0.3 nm molecular sieves (6 g) and 80 mg of p-toluene sulfonic acid. The reactor is equipped with a condenser, an overhead mechanical stirrer and a thermocouple well. The mixture is heated to 70° C. under N2 for 12 h. After filtration and removal of the volatiles under reduced pressure, a brown oil is isolated. Yield is 109 g, 81.9 percent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181368B2
Source datasetuspto-grants-2015_11
ORD IDord-d898b1669f7a4b7aa9b81735d66d5dc2
Source noteuspto-grants-2015_11