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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061589Generated: October 31, 2026

Triethylamine → (NE)-N-[(2-iodophenyl)methylidene]-4-(trifluoromethyl)benzenesulfonamide

https://huagongshe.com/reaction/2061589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(Trifluoromethyl)benzenesulfonamideHCID 70018—
Reactant2-IodobenzaldehydeHCID 643439—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product(NE)-N-[(2-iodophenyl)methylidene]-4-(trifluoromethyl)benzenesulfonamideHCID 59268908116%

Reaction Conditions

Temperature0 °C

Reaction Steps

To the mixture of 2-iodobenzaldehyde (11) (12.3 g, 53 mmol) and 4-trifluoromethylbenzenesulfonamide (12) (12.15 g, 54 mmol) in CH2Cl2 (110 mL) and THF (27 mL) was added triethylamine (22.5 mL) and titanium(IV) chloride (3 mL) at 0° C. After stirring at 0° C. for 2 h, the solid was separated via Celite filtration. The filtrate was concentrated under reduced pressure to dryness, triturated with toluene to give 27 g of a yellow solid as the crude product (3) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283358B2
Source datasetuspto-grants-2012_10
ORD IDord-3208e37bc4e443c8844a8322d7ba3ca7
Source noteuspto-grants-2012_10