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N,N-Dimethylethylenediamine → 4-(beta-Dimethylaminoethyl)amino-3-nitrophenyl methyl sulfone

HRID 2291969
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2291969
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8](Cl)=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)(=[O:4])=[O:3].[CH3:15][N:16]([CH3:20])[CH2:17][CH2:18][NH2:19]>CS(C)=O>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:19][CH2:18][CH2:17][N:16]([CH3:20])[CH3:15])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)(=[O:4])=[O:3]
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Komponenten

4

Edukt 2

HCID 66053N,N-DimethylethylenediamineHCID 667964-Chloro-3-nitrophenyl methyl sulfone

Produkt 1

HCID 212775874-(beta-Dimethylaminoethyl)amino-3-nitrophenyl methyl sulfoneAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

A mixture of 4-chloro-3-nitrophenyl methyl sulfone (4 g, 17 mmole) and N,N-dimethylethylenediamine (3.3 g, 37 mmole) in DMSO (20 ml) was stored at 75° C. for 1 hour and poured into crushed ice. The yellow solid precipitate was collected by filtration and was dissolved in ethyl acetate. The organic phase was washed with water-brine mixture twice and brine, dried over sodium sulfate, and evaporated under reduced pressure to give the sulfone (22) (3.8 g, 78%) as a yellow solid. A pure sample (m.p. 130°-131° C.) was obtained by recrystallization from ethyl acetate.

Aufarbeitung

  1. additionpoured
  2. custominto crushed ice
  3. filtrationThe yellow solid precipitate was collected by filtration
  4. dissolutionwas dissolved in ethyl acetate
  5. washThe organic phase was washed with water-brine mixture twice
  6. dry with materialbrine, dried over sodium sulfate
  7. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-645817e41c254dacb74297f3f75d2b45
Quelldatensatz
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04799934

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