Diisopropylethylamine → HCID 44608873, Verbindung

HRID 1943654Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1943654
[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[CH:7]=[N:8][CH:9]=[CH:10][C:2]1=2.C(N(C(C)C)CC)(C)C.[Cl:20][C:21]1[CH:22]=[C:23]([S:29](Cl)(=[O:31])=[O:30])[CH:24]=[C:25]([Cl:28])[C:26]=1[OH:27]>O1CCCC1>[Cl:28][C:25]1[CH:24]=[C:23]([S:29]([N:4]2[CH2:5][CH2:6][O:1][C:2]3[CH:10]=[CH:9][N:8]=[CH:7][C:3]2=3)(=[O:31])=[O:30])[CH:22]=[C:21]([Cl:20])[C:26]=1[OH:27]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 27359943,5-Dichloro-4-hydroxybenzene-1-sulfonyl chlorideHCID 218859502H,3H,4H-pyrido[4,3-b][1,4]oxazine

Produkt 1

HCID 44608873HCID 44608873, VerbindungAusbeute 3,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a 5 ml flask, 3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine (30 mg, 0.220 mmol) was dissolved in tetrahydrofuran (3 ml). Diisopropylethylamine (0.153 ml, 0.878 mmol) was added and then stirred at 0□ for 10 minutes, and then 3,5-dichloro-4-hydroxy-benzenesulfonyl chloride (69 mg, 0.264 mmol) was added thereto and then stirred at 0□ for 1 hour. The reaction mixture was evaporated under reduced pressure. The residue was purified by column chromatography on silica eluting with a solvent of dichloromethane:ethyl acetate=1:2. The fractions containing the product were collected and evaporated to obtain the target compound 21 as pale-yellow solid (2.7 mg, 3.4%).

Aufarbeitung

  1. stirringstirred at 0□ for 1 hour
  2. customThe reaction mixture was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography on silica eluting with a solvent of dichloromethane
  4. additionThe fractions containing the product
  5. customwere collected
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-5e3bd3fff7b246cfa999c83f76cefba7
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08394792B2

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