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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1164399Erstellt: 26. Oktober 2026

Benzimidazole → 1-[(3,4-Dihydro-2H(1,3)-thiazino[3,2-a]benzimidazole-2-yl)methyl]-4-(3,4,5-trimethoxycinnamoyl)piperazine

https://huagongshe.com/reaction/1164399

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzimidazoleHCID 5798—
EduktTriethylamineHCID 8471—
Edukt2-Propenoyl chloride, 3-(3,4,5-trimethoxyphenyl)-, (2E)-HCID 112094—
Edukt3,4-dihydro-2-piperazinomethyl-2H-(1,3)-thiazineHCID 131712935—
LösungsmittelWaterHCID 962—
LösungsmittelChloroformHCID 6212—
Produkt1-[(3,4-Dihydro-2H(1,3)-thiazino[3,2-a]benzimidazole-2-yl)methyl]-4-(3,4,5-trimethoxycinnamoyl)piperazineHCID 5405433669,4%

Reaktionsschritte

To 20 ml of chloroform was dissolved 1.0 g (3.5 m mole) of 3,4-dihydro-2-piperazinomethyl-2H-(1,3)-thiazine[3,2-a[benzimidazole, followed by the dropwise addition of 1 g of 3,4,5-trimethoxycinnamoyl chloride in 10 ml of chloroform under ice-cooled stirring conditions. After ten minutes, 0.5 ml of triethylamine was added. The mixture was stirred for 3 hours at room temperature. After the completion of the reaction, the reaction mixture was added with water and extracted with chloroform. The chloroform layer was washed with water and then dried over anhydrous magnesium sulfate. Chloroform was evaporated under reduced pressure and the residue was chromatographed on silica gel and eluted with chloroform to obtain 1.2 g (Yield: 69.4%) of the intended product, m.p. 211°-212° C.;

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04369309
Quelldatensatzuspto-grants-1983_01
ORD IDord-b80d2e60805f4767962bc8e229809c0e
Quellennotizuspto-grants-1983_01