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HRID 4133Erstellt: 23. Oktober 2026

Dabco → 2-Chloro-N-[(5-cyano-2,6-dimethylpyrimidin-4-yl)-aminocarbonyl]benzenesulfonamide

https://huagongshe.com/de/reaction/4133

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDabcoHCID 9237—
EduktBenzenesulfonyl isocyanate, 2-chloro-HCID 174071—
Edukt4-Amino-5-cyano-2,6-dimethylpyrimidineHCID 2793863—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Chloro-N-[(5-cyano-2,6-dimethylpyrimidin-4-yl)-aminocarbonyl]benzenesulfonamideHCID 1405020571,2%

Reaktionsschritte

4.35 g of 2-Chlorobenzenesulfonyl isocyanate was dissolved in 10 ml xylenes and 25 ml methylene chloride. To this was added 2.96 g of 4-amino-2,6-dimethyl-5-pyrimidine carbonitrile and a catalytic amount of 1,4-diazabicyclo-[2.2.2]octane. The reaction was stirred under a CaSO4 drying tube for three days. The reaction was filtered to remove unreacted pyrimidine, and then the desired product was precipitated by addition of 1-chlorobutane, filtered off, rinsed well with 1-chlorobutane and dried in vacuo giving 5.2 g of the desired product, m.p. 125°-127°. IR: 2240 cm-1 (C≡N), 1730 cm-1 (C=O); NMR (DMSO-d6)δ: 2.6 (s, 6H), 7.4-8.1 (m, 4H) ppm indicating the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04723991
Quelldatensatzuspto-grants-1988_02
ORD IDord-c4afe691e3a7425cae2c519da2b6103e
Quellennotizuspto-grants-1988_02