Sodium Hydroxide → HCID 178464623, Verbindung

HRID 463776

Reaktionsgleichung

Reaktionsgleichung von HRID 463776
[OH-].[Na+].S(O)(O)(=O)=O.[CH2:8]([NH:10][C:11]([NH2:13])=[NH:12])[CH3:9].S([O-])([O-])(=O)=O.[Na+].[Na+].[CH3:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH2:29][C:30](Cl)=[O:31]>CC(C)=O>[CH3:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH2:29][C:30]([NH:13][C:11]([NH:10][CH2:8][CH3:9])=[NH:12])=[O:31]

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 1795022-(2-Methoxyphenyl)acetyl chlorideHCID 178464632HCID 178464632, Verbindung

Produkt 1

HCID 178464623HCID 178464623, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

8.80 g of a 50% aqueous sodium hydroxide solution, ethylguanidine sulfate (14.98 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 stirring is continued overnight at RT. The reaction mixture is filtered, the filtrate diluted with 100 ml of saturated aqueous sodium bicarbonate and the acetone 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. After stirring the residue with 200 ml of diethyl ether, the solid is collected, washed with diethyl ether and dried in air. The residual solid is recrystallized from acetone affording a white solid, M.P. 127°-128° C.

Aufarbeitung

  1. stirringstirring
  2. waitis continued overnight at RT
  3. filtrationThe reaction mixture is filtered
  4. additionthe filtrate diluted with 100 ml of saturated aqueous sodium bicarbonate
  5. customthe acetone evaporated in vacuo
  6. additionThe residue is diluted with 100 ml H2O
  7. extractionextracted with two 100 ml portions of methylene chloride
  8. dry with materialThe extract is dried with sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo
  11. customthe solvent evaporated in vacuo
  12. stirringAfter stirring the residue with 200 ml of diethyl ether
  13. customthe solid is collected
  14. washwashed with diethyl ether
  15. customdried in air
  16. customThe residual solid is recrystallized from acetone affording a white solid, M.P. 127°-128° C.

Quellen und Nachweise

ORD-Eintrag
ord-b6b66047a33245c88c41721924bdcb07
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544670

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