Acetic Acid → HCID 68279118, Verbindung

HRID 338791

Reaktionsgleichung

Reaktionsgleichung von HRID 338791
C(O)(=O)C.[NH2:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[SH:13].[OH:14][C:15]1[CH:16]=[C:17]([CH:20]=[C:21]([OH:23])[CH:22]=1)[CH:18]=O.C([O-])(=O)C.[Na+]>O.C(OCC)(=O)C>[Cl:12][C:10]1[CH:9]=[CH:8][C:7]2[S:13][C:18]([C:17]3[CH:20]=[C:21]([OH:23])[CH:22]=[C:15]([OH:14])[CH:16]=3)=[N:5][C:6]=2[CH:11]=1

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 120002-Amino-4-chlorobenzenethiolHCID 943653,5-DihydroxybenzaldehydeHCID 517045Sodium Acetate

Produkt 1

HCID 68279118HCID 68279118, VerbindungAusbeute 52,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In an acetic acid (0.6 mL) solvent, a mixture including 2-amino-4-chlorobenzenethiol (100 mg, 0.44 mmol), 3,5-dihydroxybenzaldehyde (60 mg, 0.44 mmol), and sodium acetate (107 mg, 1.30 mmol) was refluxed for 7 hours. After cooling, the reaction mixture was distributed between ethyl acetate and water, and an organic layer was dried by using MgSO4, filtered, and evaporated under reduced pressure. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (2:1) as a developer to obtain a solid Compound 90 (64.2 mg, 34.7%).

Aufarbeitung

  1. temperaturewas refluxed for 7 hours
  2. temperatureAfter cooling
  3. customan organic layer was dried
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residual was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-00de919081644ab5a0b3412e0df89b4d
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889881B2

Verknüpfte Notizen

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