Dichloromethane → HCID 58941891, Verbindung

HRID 2097638Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2097638
[CH:1]([Si:4]([CH:19]([CH3:21])[CH3:20])([CH:16]([CH3:18])[CH3:17])[O:5][CH2:6][C:7]1[S:11][N:10]=[N:9][C:8]=1[C:12]([O:14]C)=O)([CH3:3])[CH3:2].[Cl:22][C:23]1[CH:24]=[C:25]([CH:27]=[CH:28][C:29]=1[F:30])[NH2:26].C(Cl)Cl.C[Al](C)C>CCCCCC>[Cl:22][C:23]1[CH:24]=[C:25]([NH:26][C:12]([C:8]2[N:9]=[N:10][S:11][C:7]=2[CH2:6][O:5][Si:4]([CH:16]([CH3:17])[CH3:18])([CH:19]([CH3:20])[CH3:21])[CH:1]([CH3:2])[CH3:3])=[O:14])[CH:27]=[CH:28][C:29]=1[F:30]

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 97083-Chloro-4-fluoroanilineHCID 16682925TrimethylaluminumHCID 58941848HCID 58941848, Verbindung

Produkt 1

HCID 58941891HCID 58941891, VerbindungAusbeute 78,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

To a cooled solution (0° C.) of methyl 5-[(triisopropylsilyl)oxy]methyl-1,2,3-thiadiazole-4-carboxylate (2.2 g, 0.0066 mol) and 3-chloro-4-fluoroaniline (1.5 g, 0.010 mol) in DCM (20 mL, 0.4 mol) was added 2.0 M of trimethylaluminum in hexane (12 mL) under nitrogen and stirred for 15 minutes. The volatiles were removed in vacuo and the crude was purified by flash chromatography to give the desired product (2.3 g, 78%). MF═C19H27ClFN3O2SSi; LCMS calculated for C19H28ClFN3O2SSi (M+H)+: m/z=444.1.

Aufarbeitung

  1. customThe volatiles were removed in vacuo
  2. customthe crude was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-1afcc74759c841f5af0dcbbed4e83720
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08450351B2

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