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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1809279Erstellt: 26. Oktober 2026

Water → 3-Phenylpyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/1809279

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethyl SulfateHCID 6497—
EduktSodium HydroxideHCID 14798—
EduktSaflufenacil-N-desmethylHCID 11329250—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelTolueneHCID 1140—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Phenylpyrimidine-2,4(1H,3H)-dioneHCID 13863021—

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

50.0 g (0.098 mol) of 2-chloro-5-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4-fluoro-N-{[methyl(1-methylethyl)amino]sulfonyl}benzamide, 3.2 g (0.0089 mol) of tetrabutylammonium bromide (=TBAB) and 15.1 g (0.12 mol) of dimethyl sulfate were introduced into the reaction vessel at 25° C. in a mixture of toluene, water and THF, and the mixture was heated to 40° C. Thereafter, a pH of 5.3-5.5 was established in the reaction mixture by addition of aqueous 10% strength NaOH solution. During the entire duration of the reaction, more aqueous 10% strength NaOH solution was added so that the pH during the entire course of the reaction was constantly at the pH which had been established beforehand. After the reaction had ended, stirring of the reaction mixture was continued for 3.5 h at 40° C. The phases were subsequently separated.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08362026B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-397b50e6bcb84bc0af2e5b2267ee1c98
Quellennotizuspto-grants-2013_01