Chloroform → 7-Methyl-6-nitro-1,3-benzothiazole

HRID 380610

Reaktionsgleichung

Reaktionsgleichung von HRID 380610
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]2[N:8]=[CH:9][S:10][C:6]=2[CH:5]=1)([O-:3])=[O:2].C[Mg+].[Br-].[CH:16](Cl)(Cl)Cl>C1COCC1>[CH3:16][C:5]1[C:6]2[S:10][CH:9]=[N:8][C:7]=2[CH:11]=[CH:12][C:4]=1[N+:1]([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 6212ChloroformHCID 762566-NitrobenzothiazoleHCID 178418689HCID 178418689, Verbindung

Produkt 1

HCID 125888347-Methyl-6-nitro-1,3-benzothiazoleAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 6-nitrobenzothiazole (1.4 g, 7.7 mmol) in 50 mL of THF was added 5.1 mL of MeMgBr (15.3 mmol) dropwise in 0.5 h period at 0° C. The reaction mixture was then stirred for additional 2 h. It was quenched by adding THF solution of 2,3-dichloro-5,6-dicyanobenzoquinone until the color of the solution turns to dark green. The reaction mixture was concentrated in vacuo to yield a dark solid which was subjected to column chromatography (CHCl3, neat) to provide 0.68 g (3.5 mmol, 46%) of the desired product.

Aufarbeitung

  1. customIt was quenched
  2. additionby adding THF solution of 2,3-dichloro-5,6-dicyanobenzoquinone until the color of the solution
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customto yield a dark solid which

Quellen und Nachweise

ORD-Eintrag
ord-3121030d55ca48b4b5ba553ac7b0a977
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303643B1

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