Water → 5-Methylsulfanyl-2-nitro-4-trifluoromethyl-phenylamine

HRID 408722Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 408722
Cl[C:2]1[C:3]([C:12]([F:15])([F:14])[F:13])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:8])[CH:7]=1.CN(C=O)C.[CH3:21][S-:22].[Na+].O>[Cl-].[Na+].O>[CH3:21][S:22][C:2]1[C:3]([C:12]([F:15])([F:14])[F:13])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:8])[CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6228DimethylformamideHCID 27738135-Chloro-2-nitro-4-(trifluoromethyl)anilineHCID 4378561Sodium methanethiolate

Produkt 1

HCID 669372705-Methylsulfanyl-2-nitro-4-trifluoromethyl-phenylamineAusbeute 95,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 57417360Sodium chloride; waterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To a solution of 5-chloro-2-nitro-4-trifluoromethyl-phenylamine (2.02 g, 8.40 mmol) and DMF (40 mL) was added sodium thiomethoxide (0.618 g, 8.82 mmol). The mixture was heated to 90° C. for 50 min, then poured into brine. Water was added to bring the total volume to 300 mL and the orange precipitate was collected to yield the titled compound (2.02 g, 95%). 1H NMR (400 MHz, CDCl3): 8.42 (s, 1H), 6.51 (s, 1H), 6.39 (br s, 2H), 2.53 (s, 3H).

Aufarbeitung

  1. customthe orange precipitate was collected

Quellen und Nachweise

ORD-Eintrag
ord-afe3a7d3daca4331a1d6e08d0ada70f2
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759345B2

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