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

HRID 536418Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 536418
[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 (20.22 g) (Example I2) 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-0e8d202a695d4a0b99fb96e48552fe4c
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08859592B2

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