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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121917Generated: November 2, 2026

Dimethylformamide →

https://huagongshe.com/reaction/2121917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl p-toluenesulfonateHCID 6645—
Reactant3-benzyl-5-(3-methylbenzothiazolin-2-ylidene)-2-thioxothiazolidin-4-oneHCID 1387902—
SolventAcetoneHCID 180—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a 200 mL flask was added 3-benzyl-5-(3-methylbenzothiazolin-2-ylidene)-2-thioxothiazolidin-4-one (5.00 g, 13.5 mmol), methyl p-toluenesulfonate (7.34 mL, 48.6 mmol) and anhydrous DMF(40 mL). After heating at 120° C. for 3 h, the mixture was allowed to cool to 60° C., transferred to a 1 L flask and diluted with acetone (400 mL). After cooling to room temperature, the precipitate was filtered under reduced pressure, washed first with acetone (50 mL) and then Et2O (100 mL), and dried under vacuum for 12 h to give the title product (6.25 g, 83%) as a yellow crystalline solid, which was used without further purification. 1H-NMR (CDCl3): δ 7.83 (1H, d), 7.75 (2H, m), 7.59-7.66 (2H, m), 7.50 (1H, m), 7.37-7.43 (5H, m), 7.06 (2H, d), 5.31 2H, s), 4.52 (3H, s), 3.22 (3H, s), 2.28 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696473B2
Source datasetuspto-grants-2004_02
ORD IDord-a6ae2b8e4a374578b07119d0e69d6e24
Source noteuspto-grants-2004_02