(7-Bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol → 7-Bromo-2,1,3-benzothiadiazole-4-carboxaldehyde

HRID 1505242Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1505242
[Br:1][C:2]1[C:10]2[C:6](=[N:7][S:8][N:9]=2)[C:5]([CH2:11][OH:12])=[CH:4][CH:3]=1>ClCCl.[O-2].[Mn+4].[O-2]>[Br:1][C:2]1[C:10]2[C:6](=[N:7][S:8][N:9]=2)[C:5]([CH:11]=[O:12])=[CH:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 58497958(7-Bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol

Produkt 1

HCID 584979627-Bromo-2,1,3-benzothiadiazole-4-carboxaldehydeAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (7-bromo-benzo[1,2,5]thiadiazol-4-yl)-methanol (Example 5.2) (20.22 g) in dichloromethane (185 ml) was added manganese(IV) oxide (71.7 g). The suspension was stirred at ambient temperature for 16 hours. The reaction mixture was filtered through a plug of Celite®. The filtrate was concentrated to give 7-bromo-benzo[1,2,5]thiadiazole-4-carbaldehyde (16.65 g) as an orange solid. 1H-NMR (400 MHz, CDCl3): 10.74 (s, 1H), 8.11-8.05 (m, 2H) ppm.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a plug of Celite®
  2. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-3b53fb16fb384addbdd88e5d3602d48d
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09216973B2

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