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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241940Generated: October 30, 2026

Dimethylformamide →

https://huagongshe.com/reaction/1241940

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 numberUS07115640B2
Source datasetuspto-grants-2006_10
ORD IDord-134831c59df140ab823e26333a7cd55b
Source noteuspto-grants-2006_10