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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926371Generated: November 1, 2026

Potassium bisulfate → (S)-2-methyl-propane-2-sulfinic acid 1-pyrimidin-2-yl-methylideneamide

https://huagongshe.com/reaction/926371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium bisulfateHCID 516920—
Reactanttert-Butylsulfinamide, (S)-(-)-HCID 11355477—
ReactantPyrimidine-2-carbaldehydeHCID 13751953—
SolventTolueneHCID 1140—
Product(S)-2-methyl-propane-2-sulfinic acid 1-pyrimidin-2-yl-methylideneamideHCID 8972687981%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-pyrimidine-carboxaldehyde (11.5 g, 107 mmol), (S)-(−)-2-methyl-2-propanesulfinamide (12.9 g, 107 mmol) and potassium hydrogensulfate (14.5 g, 107 mmol) in toluene (57 ml) was heated at 50° C. overnight. After decanting the solution, the solid residue is washed 3 times with dichloromethane, the washings combined with the decanted solution and solvents are evaporated in vacuo to give 18.2 g (81%) of (S)-2-methyl-propane-2-sulfinic acid 1-pyrimidin-2-yl-methylideneamide. LC/MS (method 3): Rt=1.29 min; m/z=212.09 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284333B2
Source datasetuspto-grants-2016_03
ORD IDord-2e7e59752f8746ed947054f69feb5f9f
Source noteuspto-grants-2016_03