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HRID 1245632Erstellt: 27. Oktober 2026

2,4,6-Trichlorobenzenesulfonyl chloride → 2,4,6-trichloro-N-[4-methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-yl]benzenesulfonamide

https://huagongshe.com/reaction/1245632

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,4,6-Trichlorobenzenesulfonyl chlorideHCID 521335—
Edukt4-Methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-ylamineHCID 15648825—
Produkt2,4,6-trichloro-N-[4-methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-yl]benzenesulfonamideHCID 1140920746%

Reaktionsschritte

The title compound was prepared according to METHOD A from 4-methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-ylamine (123 mg, 0.5 mmol, prepared according to Dodinov, A. A et al (1993) Chem. Heterocycl. Comp (Eng. Transl.) 29(8): 955-958) and 2,4,6-trichlorobenzenesulfonyl chloride (140 mg, 0.5 mmol). The solution was allowed to stand at room temperature overnight. The solution was directly loaded on a silica gel column for flash column chromatography, eluted with a mixed solvent of ethyl acetate and hexane (up to 40% v/v) to give a solid product. Crystallization of the product from ethyl acetate and hexane gave the title compound as a white solid (112 mg, 46% yield): mp 228-229° C.; MS m/e 487, 489, 491, 493; Anal. Calcd. (found) for C12H8Cl6N2O2S2: C 29.5 (29.7) % H 1.7 (2.1) % N 5.7 (5.8) %.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07125900B2
Quelldatensatzuspto-grants-2006_10
ORD IDord-31c77c55b0174d7482390a1008b0753a
Quellennotizuspto-grants-2006_10