Lawesson's reagent → 2,3-Difluoro-4-(trifluoromethyl)benzene-1-carbothioamide

HRID 1767969Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1767969
[F:1][C:2]1[C:10]([F:11])=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:25]2)=CC=1>O1CCCC1>[F:1][C:2]1[C:10]([F:11])=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[S:25]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 27742332,3-Difluoro-4-(trifluoromethyl)benzamide

Produkt 1

HCID 236144852,3-Difluoro-4-(trifluoromethyl)benzene-1-carbothioamideAusbeute 186,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A suspension of 2,3-difluoro-4-trifluoromethyl-benzamide (1 g, 4.4 mmol) and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (Lawesson's reagent; 900 mg, 2.2 mmol) in tetrahydrofuran (2 ml) was stirred under microwave irradiation at 130° C. for 15 min. The solvent was removed under reduced pressure to give an orange oil which was purified by column chromatography (silica gel, heptane/AcOEt) to yield 1.0 g (4.1 mmol, 93%) of the title compound as yellow crystals.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customto give an orange oil which
  3. customwas purified by column chromatography (silica gel, heptane/AcOEt)

Quellen und Nachweise

ORD-Eintrag
ord-dca064b78e2446449994d664c1116ba0
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07235572B2

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