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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 10799Erstellt: 25. Oktober 2026

Cyanamide → [4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl](2,3-dihydro-1,4-benzodioxin-6-yl)methanone

https://huagongshe.com/reaction/10799

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyanamideHCID 9864—
Edukt2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-oneHCID 2776171—
Edukt1-(4-Isothiocyanatophenyl)-4-methylpiperazineHCID 13718397—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelAcetonitrileHCID 6342—
Lösungsmitteltert-ButanolHCID 6386—
Produkt[4-Amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl](2,3-dihydro-1,4-benzodioxin-6-yl)methanoneHCID 991165266%

Reaktionsschritte

tert-Butanol (4 mL) and then 1-(4-isothiocyanatophenyl)-4-methyl piperazine (of Example 1; 219 mg, 1 mmol) were added to a solution of cyanamide (44 mg, 1.05 mmol) (Aldrich) in acetonitrile (5 mL). Potassium t-butoxide (1 M in tert-butanol; 1 mL, 1 mmol) was added and the solution was stirred for 30 min. 2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethanone (257 mg, 1 mmol) (Maybridge Chemical Company Ltd.) was added, and the solution was stirred at room temperature for 3 days. The yellow solid was filtered off and washed with cold acetonitrile and then ether to give [4-amino-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-5-thiazolyl](2,3-dihydro-1,4-benzodioxin-6-yl)methanone (280 mg, 66%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07094896B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-4444a9b30ad444b689cb68b79a2ae3f2
Quellennotizuspto-grants-2006_08