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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,3,4-Thiadiazole, 2-amino-5-methyl- | HCID 66949 | — |
| Reactant | Ethylacetate methanol | HCID 21584119 | — |
| Reactant | 4-(2-Chloro-4-methyl-thiazol-5-yl)-benzenesulfonamide | HCID 67392041 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-[4-Methyl-2-([1,3,4]thiadiazol-2-ylamino)-thiazol-5-yl]-benzenesulfonamide | HCID 86606211 | 9.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017608B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-932366fa9fdf4f6d94af2f0ec1f72f89 |
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| Source note | uspto-grants-2011_09 |
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