Hydrochloric Acid → HCID 67586054, Verbindung

HRID 1938126Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1938126
[C:1]([NH:6][C:7]1[CH:15]=[C:11]([C:12]([OH:14])=[O:13])[C:10]([OH:16])=[CH:9][CH:8]=1)(=[O:5])[C:2]([CH3:4])=[CH2:3].CC1C=C(C(C)(C)C)[C:21]([OH:28])=[C:20](C(C)(C)C)C=1.C(OC(=O)C)(=O)C.S(=O)(=O)(O)O.Cl>C(O)(=O)C>[C:21]([C:10]1([OH:16])[CH:9]=[CH:8][C:7]([NH:6][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])=[CH:15][CH:11]1[C:12]([OH:14])=[O:13])(=[O:28])[CH3:20]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 314042,6-Di-tert-butyl-4-methylphenolHCID 171252N-Methacryloyl-5-aminosalicylic acid

Produkt 1

HCID 67586054HCID 67586054, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

5-methacrylamidosalicylic acid (30 millimole, 6.7 g) was mixed with butylhydroxytoluene (20 mg), acetic anhydride (10.0 g), and acetic acid (15.0 g). After sealing the solution, its temperatures was raised to 60° C., and the solution was kept at 60° C. for 30 min while stirring. Then, a mixture (1.0 g) of concentrated sulfuric acid (1 part) with hydrochloric acid (10 parts) was added to the solution, followed by raising its temperature to 90° C., and kept at 90° C. for one hour to proceed the reaction. After the reaction was over, the solution was stood to cool to room temperature to give brown crystal. The crystal was filtrated, and recrystallized by a solution of 0.5% hydroquinone in methanol. Dried under a reduced pressure, 2-acetyl-5-methacrylamidosalicylic acid was obtained as pale reddish brown crystal having a needle shape: mp. 192.4° C., yield 2.54 g, 64.1%.

Aufarbeitung

  1. temperatureby raising its temperature to 90° C.
  2. waitkept at 90° C. for one hour
  3. customthe reaction
  4. temperatureto cool to room temperature
  5. customto give brown crystal
  6. filtrationThe crystal was filtrated
  7. customrecrystallized by a solution of 0.5% hydroquinone in methanol
  8. customDried under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-551c1a2e5bf141be855c5bc119434fe1
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05693320

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