Hydrochloric Acid → 8-isopropyl-5-methyl-2-(3-nitro-5-trifluoromethyl-phenylamino)-7,8-dihydro-5H-pteridin-6-one

HRID 1957991Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1957991
Cl[C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][N:5]([CH:14]([CH3:16])[CH3:15])[C:4]=2[N:3]=1.[N+:17]([C:20]1[CH:21]=[C:22]([NH2:30])[CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=1)([O-:19])=[O:18].Cl>O.O1CCOCC1>[CH:14]([N:5]1[C:4]2[N:3]=[C:2]([NH:30][C:22]3[CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=[C:20]([N+:17]([O-:19])=[O:18])[CH:21]=3)[N:11]=[CH:10][C:9]=2[N:8]([CH3:12])[C:7](=[O:13])[CH2:6]1)([CH3:16])[CH3:15]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 27757093-Nitro-5-(trifluoromethyl)anilineHCID 584059002-chloro-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one

Produkt 1

HCID 684223458-isopropyl-5-methyl-2-(3-nitro-5-trifluoromethyl-phenylamino)-7,8-dihydro-5H-pteridin-6-oneAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-Chloro-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one of (2 g; 8.30 mmol) and 3-nitro-5-trifluoromethyl-phenylamine (1.71 g; 8.30 mmol) were diluted in 10 ml of water and 10 ml of 1,4-dioxane. 2 ml of HCl 37% were added. The reaction mixture was refluxed 48 h, then cooled to room temperature. The desired product precipitated from the reaction mixture, so, it was filtered, washed with water and dried in vacuo. Recrystallisation with 1,4-dioxane/water 1:1 gave 1.65 g (4.04 mmol; 49% yield) of white-yellow powder.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed 48 h
  2. customThe desired product precipitated from the reaction mixture
  3. filtrationso, it was filtered
  4. washwashed with water
  5. customdried in vacuo
  6. customRecrystallisation with 1,4-dioxane/water 1:1
  7. customgave 1.65 g (4.04 mmol; 49% yield) of white-yellow powder

Quellen und Nachweise

ORD-Eintrag
ord-31c959b9d76542829d67c3f973ab4e2f
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410100B2

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