Triethylamine → HCID 57859248, Verbindung

HRID 1188761

Reaktionsgleichung

Reaktionsgleichung von HRID 1188761
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([S:11](Cl)(=[O:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.C(N(CC)CC)C.[CH3:22][N:23]([CH3:27])[CH2:24][CH2:25][NH2:26]>C1COCC1>[CH3:22][N:23]([CH3:27])[CH2:24][CH2:25][NH:26][S:11]([C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([CH3:1])[S:3][C:4]=2[CH:10]=1)(=[O:13])=[O:12]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 66053N,N-DimethylethylenediamineHCID 35830192-Methyl-1,3-benzothiazole-6-sulfonyl chloride2×

Produkt 1

HCID 57859248HCID 57859248, VerbindungAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of Compound 8 (7.0 g, 28.26 mmol) in THF (70 mL), a mixture of triethylamine (7.9 mL, 56.52 mmol) and N,N-dimethylethylene-diamine (4.67 mL, 42.38 mmol) in 20 mL THF was added dropwise. The combined mixture was stirred at room temperature for 2 hours during which time TLC showed complete disappearance of Compound 8. Solvents were removed in the rotary evaporator and the residue thus obtained was partitioned between chloroform (100 mL) and water (100 mL). The organic layer was washed with water (2×100 mL), brine (1×100 mL), dried (sodium sulfate) and evaporated to provide Compound 9 as a sticky oily solid (7.1 g, 84% yield). It was used further in the synthesis without any purification. The structure of Compound 9 is given below:

Aufarbeitung

  1. additionwas added dropwise
  2. customSolvents were removed in the rotary evaporator
  3. customthe residue thus obtained
  4. customwas partitioned between chloroform (100 mL) and water (100 mL)
  5. washThe organic layer was washed with water (2×100 mL), brine (1×100 mL)
  6. dry with materialdried (sodium sulfate)
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2b2474c22143451ab06ee5468f6ed874
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08674102B2

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