Hydroxylamine → N'-hydroxy-1-oxo-1,3-dihydroisobenzofuran-5-carboximidamide

HRID 558002

Reaktionsgleichung

Reaktionsgleichung von HRID 558002
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:8](=[O:9])[O:7][CH2:6]2)#[N:2].[NH2:13][OH:14]>CCO>[OH:14][N:13]=[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:8](=[O:9])[O:7][CH2:6]2)[NH2:2]

Komponenten

4

Edukt 2

HCID 787HydroxylamineHCID 8212181,3-Dihydro-1-oxoisobenzofuran-5-carbonitrile

Produkt 1

HCID 59557669N'-hydroxy-1-oxo-1,3-dihydroisobenzofuran-5-carboximidamideAusbeute 86,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 5-cyanophthalide (1 g, 6.28 mmol) and hydroxylamine (50% in water, 0.77 cm3, 0.83 g, 12.6 mmol, 2 eq) in EtOH (50 cm3) was stirred at room temperature for 60 hours and then under reflux for 3 hours. After cooling to room temperature and standing overnight, the solid formed was collected by filtration and dried in high vacuum line to give the product N′-hydroxy-1-oxo-1,3-dihydroisobenzofuran-5-carboximidamide (1.04 g, 86.2%) as a white solid, mp 223-226° C. (decomposed).

Aufarbeitung

  1. temperatureunder reflux for 3 hours
  2. customthe solid formed
  3. filtrationwas collected by filtration
  4. customdried in high vacuum line

Quellen und Nachweise

ORD-Eintrag
ord-60166204d24d4020b62ff07a5b7003bd
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08062429B2

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