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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391339Generated: October 29, 2026

5-Bromo-3-pyridinecarboxaldehyde → N-((5-bromopyridin-3-yl)methylene)-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/391339

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-3-pyridinecarboxaldehydeHCID 2784734—
ReactantTert-ButanesulfinamideHCID 3382465—
CatalystTitanium isopropoxideHCID 11026—
SolventTolueneHCID 1140—
SolventSodium chloride; waterHCID 57417360—
ProductN-((5-bromopyridin-3-yl)methylene)-2-methylpropane-2-sulfinamideHCID 66745079—

Reaction Steps

A mixture of 5-bromo-pyridine-3-carbaldehyde (2 g, 10.75 mmol), 2-methylpropane-2-sulfinamide (1.434 g, 11.83 mmol) and titanium(IV) isopropoxide (12.60 ml, 43.0 mmol) in toluene (53.8 ml) was stirred for 16 h at room temperature. Brine was added and the precipitate removed and washed with AcOEt. The organic layer was dried over MgSO4, filtered and concentrated to give the title compound that was used as is for the next step. LC-MS (M+1) 291.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383827B2
Source datasetuspto-grants-2013_02
ORD IDord-8ce28787e70649d4b69c3478aab8531b
Source noteuspto-grants-2013_02