N-Methylisopropylamine → 3-[4-Chloro-2-fluoro-5-{[isopropyl(methyl)amino]carbonylaminosulfonyl}phenyl]-1-methyl-2,4-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine

HRID 18678

Reaktionsgleichung

Reaktionsgleichung von HRID 18678
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:4][C:3]=1[S:22]([N:25]=[C:26]=[O:27])(=[O:24])=[O:23].[CH3:28][NH:29][CH:30]([CH3:32])[CH3:31]>ClCCCl>[Cl:1][C:2]1[C:3]([S:22]([NH:25][C:26]([N:29]([CH:30]([CH3:32])[CH3:31])[CH3:28])=[O:27])(=[O:24])=[O:23])=[CH:4][C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:17])[F:18])[N:11]([CH3:20])[C:10]2=[O:21])=[C:6]([F:8])[CH:7]=1

Komponenten

4

Edukt 2

HCID 78485N-MethylisopropylamineHCID 587094392-Chloro-4-fluoro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-(2H)-pyrimidin-1-yl]benzenesulfonylisocyanate

Produkt 1

HCID 587094373-[4-Chloro-2-fluoro-5-{[isopropyl(methyl)amino]carbonylaminosulfonyl}phenyl]-1-methyl-2,4-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel2×

Versuchsvorschrift

With stirring, 1.0 g (2.34 mmol) of 2-chloro-4-fluoro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-(2H)-pyrimidin-1-yl]benzenesulfonyl isocyanate in 1,2-dichloroethane was added to a solution of 0.34 g (4.68 mmol) of N-methylisopropylamine in 1,2-dichloroethane, and the mixture was stirred overnight. The reaction mixture was concentrated, the residue was taken up in methylene chloride and 0.5N hydrochloric acid was added. The organic phase was then dried and the solvent was removed. This gave 0.5 g (42% of theory) of the title compound as a colorless solid (m.p.: 145° C.).

Aufarbeitung

  1. stirringthe mixture was stirred overnight
  2. concentrationThe reaction mixture was concentrated
  3. addition0.5N hydrochloric acid was added
  4. customThe organic phase was then dried
  5. customthe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-dfb6cfc1a7aa40f98611b46339d471c2
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741485B2

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