Sodium Phosphate, Dibasic → HCID 18415667, Verbindung

HRID 990620Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 990620
Br[C:2]([F:19])([F:18])[S:3]([C:6]1[N:10]=[CH:9][N:8]([C:11](=[O:17])[N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[N:7]=1)(=[O:5])=[O:4].[CH2:20](SC1SCCN=1)[CH:21]=[CH2:22].P([O-])([O-])(O)=O.[Na+].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>CN(C)C=O.O>[CH2:13]([N:12]([CH2:15][CH3:16])[C:11]([N:8]1[CH:9]=[N:10][C:6]([S:3]([C:2]([F:19])([F:18])[CH2:22][CH:21]=[CH2:20])(=[O:5])=[O:4])=[N:7]1)=[O:17])[CH3:14]

Komponenten

7

Edukt 4

HCID 24203Sodium Phosphate, DibasicHCID 24489Sodium DithioniteHCID 771192-(Allylthio)-2-thiazolineHCID 12056494HCID 12056494, Verbindung

Produkt 1

HCID 18415667HCID 18415667, VerbindungAusbeute 29 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 10 g (0.028 mol) 3-(bromodifluoromethylsulfonyl)-1-(N,N-diethylcarbamoyl)-1,2,4-triazole, prepared as in Example 1, and 8.81 g (0.055 mol) 2-(2-propenylthio)-2-thiazoline in a mixture of 30 ml dimethylformamide and 20 ml water at 0° C., was added 5.9 g (0.042 mol) sodium hydrogen phosphate and 7.23 g (0.042 mol) sodium dithionite. After 2 h, the reaction mixture was diluted with 100 ml water and extracted with ethyl acetate (3×100 ml). The combined resulting organic layers were washed with saturated sodium chloride solution, dried over MgSO4 and evaporated. Preparative LC purification of the residue with 40% ethyl acetate-hexane gave 2.59 g (29% yield) of the desired product as a colorless oil having n D 25 = 1.4896 .

Aufarbeitung

  1. extractionextracted with ethyl acetate (3×100 ml)
  2. customThe combined resulting organic layers
  3. washwere washed with saturated sodium chloride solution
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customPreparative LC purification of the residue with 40% ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-29119bf906ff40a8b7a9d9e6944e43cb
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06461997B1

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