Sodium Hydroxide → HCID 178489468, Verbindung

HRID 463777

Reaktionsgleichung

Reaktionsgleichung von HRID 463777
[OH-].[Na+].S(O)(O)(=O)=O.[CH:8]([NH:11][C:12]([NH2:14])=[NH:13])([CH3:10])[CH3:9].S([O-])([O-])(=O)=O.[Na+].[Na+].[CH3:22][O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH2:30][C:31]([Cl:33])=[O:32]>CC(C)=O>[ClH:33].[CH3:22][O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH2:30][C:31]([NH:13][C:12]([NH:11][CH:8]([CH3:10])[CH3:9])=[NH:14])=[O:32]

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 1795022-(2-Methoxyphenyl)acetyl chlorideHCID 178457611HCID 178457611, Verbindung

Produkt 1

HCID 178489468HCID 178489468, VerbindungAusbeute 44,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

8.80 g of a 50% aqueous sodium hydroxide solution, isopropylguanidine sulfate (16.52 g) and 100 ml of acetone, are stirred for 21/2 hrs at RT. The resulting mixture is treated with anhydrous sodium sulfate (6.0 g) and stirring continued for 1 hr. A solution of 2-methoxyphenylacetyl chloride (9.23 g) in 50 ml of acetone is added to the mixture dropwise and the mixture stirred overnight at RT. The resulting mixture is filtered and the filtrate diluted with 100 ml of saturated aqueous sodium bicarbonate. The acetone solvent is evaporated in vacuo. The residue is diluted with 100 ml H2O and extracted with two 100 ml portions of methylene chloride. The extract is dried with sodium sulfate, filtered and concentrated in vacuo. The concentrate is acidified with ethereal hydrochloric acid and the solvent evaporated in vacuo. The residue is stirred with 200 ml of diethyl ether, the solid collected and dried in air. The residual solid is recrystallized from acetone to afford 6.4 g of a white crystalline product, M.P. 154°-156° C.

Aufarbeitung

  1. stirringthe mixture stirred overnight at RT
  2. filtrationThe resulting mixture is filtered
  3. additionthe filtrate diluted with 100 ml of saturated aqueous sodium bicarbonate
  4. customThe acetone solvent is evaporated in vacuo
  5. additionThe residue is diluted with 100 ml H2O
  6. extractionextracted with two 100 ml portions of methylene chloride
  7. dry with materialThe extract is dried with sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customthe solvent evaporated in vacuo
  11. stirringThe residue is stirred with 200 ml of diethyl ether
  12. customthe solid collected
  13. customdried in air
  14. customThe residual solid is recrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-b8263693696c4c60a7cd2eac89df0d1e
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544670

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