Tetrahydrofuran → HCID 136060802, Verbindung

HRID 1851505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851505
[C:1]([C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH:12][S:13]([C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)(=[O:15])=[O:14])#[N:2].C[Si]([N:25]=[N+:26]=[N-:27])(C)C.C([Sn](=O)CCCC)CCC.O1CCCC1>C(OCC)(=O)C>[N:2]1[NH:25][N:26]=[N:27][C:1]=1[C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH:12][S:13]([C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)(=[O:14])=[O:15]

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 57901755HCID 57901755, Verbindung

Produkt 1

HCID 136060802HCID 136060802, VerbindungAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of N-(2-cyano-1H-indol-7-yl)thiophene-2-sulfonamide (0.40 g), trimethylsilylazide (0.35 mL), dibutyltin oxide (33 mg) and tetrahydrofuran (15 mL) was heated under reflux overnight. To the reaction mixture was added ethyl acetate, the mixture was ice-cooled, and the resulting crystals were filtrated, washed with cold ethyl acetate, and dried to give the title compound (0.09 g, yield 23%) as pale-yellow crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point 274-275° C. (decomposition).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux overnight
  3. temperaturecooled
  4. filtrationthe resulting crystals were filtrated
  5. washwashed with cold ethyl acetate
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d3c9932f76f8462481dc68b8a00aa6a3
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957070B2

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