Hydrochloric Acid → 2-[(2-Nitrophenyl)sulfanyl]benzoic acid

HRID 1609275

Reaktionsgleichung

Reaktionsgleichung von HRID 1609275
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].F[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.O>[N+:18]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[S:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([OH:10])=[O:9])([O-:20])=[O:19]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 54432-Mercaptobenzoic AcidHCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzene

Produkt 1

HCID 3769782-[(2-Nitrophenyl)sulfanyl]benzoic acidAusbeute 77,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

In 300 ml of N,N-dimethylformamide were suspended 30.8 g of thiosalicylic acid, 28.2 g of 2-fluoronitrobenzene and 69.0 g of potassium carbonate, and the mixture was stirred at 100° C. for 2 hours. After cooling, water was added and acidified with hydrochloric acid and the crystals separated out therefrom were collected by filtration and washed with water. The crystals were then dissolved in ethyl acetate and the solution was dried over magnesium sulfate and filtered. The filtrate was concentrated and the crystals separated out therefrom were collected by filtration and dried to give 42.6 g of the title compound as yellow prisms, m.p. 169°-171° C.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe crystals separated out
  3. filtrationtherefrom were collected by filtration
  4. washwashed with water
  5. dissolutionThe crystals were then dissolved in ethyl acetate
  6. dry with materialthe solution was dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated
  9. customthe crystals separated out
  10. filtrationtherefrom were collected by filtration
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b78895024832442eaeaca2880d2021f5
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05399703

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