Toluene → N'-hydroxycyclohexanecarboximidamide

HRID 470651

Reaktionsgleichung

Reaktionsgleichung von HRID 470651
Cl.[NH2:2][OH:3].C(=O)(O)[O-].[Na+].[CH:9]1([C:15]#[N:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.C1(C)C=CC=CC=1>C(O)(C)C>[OH:3][NH:2][C:15]([CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[NH:16]

Komponenten

6

Edukt 4

HCID 1140TolueneHCID 69834CyanocyclohexaneHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 178513282N'-hydroxycyclohexanecarboximidamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of 1.9 g (27.4 mmol) of hydroxylamine hydrochloride in 22 mL of isopropyl alcohol, 3.3 g (40.3 mmol) of sodium bicarbonate was added. The resulting mixture was stirred at 25° C. to 30° C. for 10-15 min. 2.0 g (18.3 mmol) of cyclohexanecarbonitrile was added and stirred at 80° C. to 85° C. for 3-4 h. After the reaction period, the reaction mass was cooled to 25° C. to 30° C., filtered and washed with 10 mL of isopropyl alcohol. The filtrate was collected and distilled out completely to obtain a crude residue. The residue was chased with 5 mL of toluene, to yield the title compound.

Aufarbeitung

  1. stirringstirred at 80° C. to 85° C. for 3-4 h
  2. customAfter the reaction period
  3. temperaturethe reaction mass was cooled to 25° C. to 30° C.
  4. filtrationfiltered
  5. washwashed with 10 mL of isopropyl alcohol
  6. customThe filtrate was collected
  7. distillationdistilled out completely
  8. customto obtain a crude residue

Quellen und Nachweise

ORD-Eintrag
ord-95d1f5fc877e4904a3e837b3c0858057
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629277B2

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