1,3-Propanediamine, N1,N1,N3-trimethyl- → N-(3-(dimethylamino)propyl)-N-methyl-2-nitro-4-(trifluoromethyl)benzenesulfonamide

HRID 502713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502713
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[S:14](Cl)(=[O:16])=[O:15])([O-:3])=[O:2].[CH3:18][N:19]([CH3:25])[CH2:20][CH2:21][CH2:22][NH:23][CH3:24]>C(Cl)Cl>[CH3:18][N:19]([CH3:25])[CH2:20][CH2:21][CH2:22][N:23]([CH3:24])[S:14]([C:5]1[CH:6]=[CH:7][C:8]([C:10]([F:13])([F:12])[F:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])(=[O:16])=[O:15]

Komponenten

4

Edukt 2

HCID 783021,3-Propanediamine, N1,N1,N3-trimethyl-HCID 27757802-Nitro-4-(trifluoromethyl)benzene-1-sulfonyl chloride

Produkt 1

HCID 59427951N-(3-(dimethylamino)propyl)-N-methyl-2-nitro-4-(trifluoromethyl)benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 2-nitro-4-(trifluoromethyl)benzene-1-sulfonyl chloride (500 mg, 1.73 mmol) in CH2Cl2 (5 ml) was added N1,N1,N3-trimethylpropane-1,3-diamine (0.26 ml, 1.8 mmol). The resulting mixture was allowed to stir at room temperature for 20 min. Diluted with CH2Cl2 (30 ml) and washed the organic layer with 9% aq. Na2CO3 (10 ml) and brine (10 ml). Dried over anhydrous sodium sulfate, filtered and concentrated to a white solid, which was used without further purification. MS m/z=370.1 [M+H]+. Calc'd for C13H18F3N3O4S: 369.4.

Aufarbeitung

  1. washwashed the organic layer with 9% aq. Na2CO3 (10 ml) and brine (10 ml)
  2. dry with materialDried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to a white solid, which
  5. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-9db12d81454642118f4b5f7a9e6fe85c
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776869B2

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