Hydrochloric Acid → HCID 67051560, Verbindung

HRID 605697

Reaktionsgleichung

Reaktionsgleichung von HRID 605697
F[C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[C:3]=1[C:4]([OH:6])=[O:5].[F:13][C:14]1[CH:20]=[C:19]([I:21])[CH:18]=[CH:17][C:15]=1[NH2:16].[NH2-].[Li+].Cl>C(#N)C>[F:12][C:7]1[CH:8]=[C:9]([F:11])[CH:10]=[C:2]([NH:16][C:15]2[CH:17]=[CH:18][C:19]([I:21])=[CH:20][C:14]=2[F:13])[C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 24532Lithium amideHCID 1856942-Fluoro-4-iodoanilineHCID 5203732,4,6-Trifluorobenzoic acid

Produkt 1

HCID 67051560HCID 67051560, VerbindungAusbeute 59,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

2,4,6-Trifluorobenzoic acid (643 mg, 3.65 mmol) and 2-fluoro-4-iodoaniline (1.0 g, 4.22 mmol) were taken into acetonitrile (30 mL) followed by addition of lithium amide (290 mg, 12.7 mmol) and the mixture was heated to 60° C. under a nitrogen atmosphere for one hour. On cooling to room temperature the mixture was added to 1 N aqueous hydrochloric acid (100 mL) and the precipitate formed was collected by filtration and washed once with water then hexanes and dried in vacuo to give 2,4-difluoro-6-[(2-fluoro-4-iodophenyl)amino]benzoic acid (849 mg, 59% yield) as a tan solid. 1H-NMR (400 MHz, D6-DMSO): 13.72 (br s, 1H), 9.46 (s, 1H), 7.75 (d, 1H), 7.56 (d, 1H) 7.28 (tr, 1H), 6.73-6.67 (m, 1H), 6.53 (d, 1H).

Aufarbeitung

  1. temperatureOn cooling to room temperature the mixture
  2. customthe precipitate formed
  3. filtrationwas collected by filtration
  4. washwashed once with water
  5. dry with materialhexanes and dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0409980f7ea24b898c45b4a2ca38eb6b
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915250B2

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