Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241949Generated: October 26, 2026

Benzothiazolium, 3-methyl-2-(methylthio)-, 4-methylbenzenesulfonate (1:1) → 3-[3-butyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-4-oxothiazolidin-2-ylideneamino]benzonitrile

https://huagongshe.com/reaction/1241949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzothiazolium, 3-methyl-2-(methylthio)-, 4-methylbenzenesulfonate (1:1)HCID 41464—
Reactant3-(3-Butyl-4-oxothiazolidin-2-ylideneamino)benzonitrileHCID 21937406—
SolventAcetonitrileHCID 6342—
Product3-[3-butyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-4-oxothiazolidin-2-ylideneamino]benzonitrileHCID 7385506514%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a 8 mL vial was added 3-(3-butyl-4-oxothiazolidin-2-ylideneamino)benzonitrile (55 mg, 0.20 mmol), 3-methyl-2-(methylthio)benzothiazol-3-ium p-toluenesulfonate (73 mg, 0.20 mmol), anhydrous MeCN (2 mL) and TEA (70 μL, 0.50 mmol). The reaction mixture was first warmed to 50° C. and the resulting solution was allowed to stir at room temperature for 16 h. The product mixture was concentrated under reduced pressure, chromatographed (silica gel, 1:99 MeOH/DCM) and then recrystallized from MeCN to give the title product (11.8 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115640B2
Source datasetuspto-grants-2006_10
ORD IDord-bf792738e8c84d808dcd6b9eafe7c6e2
Source noteuspto-grants-2006_10