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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908157Generated: October 31, 2026

Cesium carbonate → 4-[4-Methyl-2-([1,3,4]thiadiazol-2-ylamino)-thiazol-5-yl]-benzenesulfonamide

https://huagongshe.com/reaction/908157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,3,4-Thiadiazole, 2-amino-5-methyl-HCID 66949—
ReactantEthylacetate methanolHCID 21584119—
Reactant4-(2-Chloro-4-methyl-thiazol-5-yl)-benzenesulfonamideHCID 67392041—
SolventDimethylacetamideHCID 31374—
Product4-[4-Methyl-2-([1,3,4]thiadiazol-2-ylamino)-thiazol-5-yl]-benzenesulfonamideHCID 866062119.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

Caesium carbonate (0.08 g, 0.24 mmol) and 5-methyl-[1,3,4]thiadiazol-2-ylamine (0.031 g, 0.27 mmol) are added to a solution of 4-(2-chloro-4-methyl-thiazol-5-yl)-benzenesulfonamide (25d) (0.07 g, 0.24 mmol) in dimethylacetamide (2 ml). The mixture is heated with stirring at 110° C. for 18 hours. After adding more 5-methyl-[1,3,4]thiadiazol-2-ylamine (0.056 g, 0.49 mmol) heating is continued at 130° C. for an additional 8 hours. The solvent is removed and the product is purified by chromatography on silica eluting with ethyl acetate to give an orange solid. Trituration with ethyl acetate-methanol affords the title compound as a yellow solid (0.0081 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017608B2
Source datasetuspto-grants-2011_09
ORD IDord-932366fa9fdf4f6d94af2f0ec1f72f89
Source noteuspto-grants-2011_09