Lawesson's reagent → Benzenecarbothioamide, 4-bromo-3-methyl-

HRID 1741051Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1741051
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=O)=[CH:4][C:3]=1[CH3:11].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:21])=CC=1>C1COCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:21])=[CH:4][C:3]=1[CH3:11]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 70208694-bromo-3-methylbenzamide

Produkt 1

HCID 21833829Benzenecarbothioamide, 4-bromo-3-methyl-Ausbeute 157,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Bromo-3-methylbenzamide (D37, 1.0 g, 0.0047 mole) was dissolved in THF (50 ml), treated with Lawessons reagent (0.95 g, 0.0024 mole) and stirred under argon for 4 h. The solvent was removed in vacuo and the residue purified by flash chromatography on silica gel eluting with 10% EtOH/CHCl3 to afford the title compound as a yellow solid (0.87 g, 80%).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash chromatography on silica gel eluting with 10% EtOH/CHCl3

Quellen und Nachweise

ORD-Eintrag
ord-8110713d4b2a4452b5d593091695d896
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05972951

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