Hydroxyamine hydrochloride → HCID 178513239, Verbindung

HRID 1512740Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1512740
Cl.[NH2:2][OH:3].C(=O)(O)[O-].[Na+].[OH:9][CH2:10][C:11]1[NH:12][C:13]2[C:18]([CH:19]=1)=[CH:17][C:16]([C:20]#[N:21])=[CH:15][CH:14]=2>CCO>[OH:3][NH:2][C:20]([C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([CH2:10][OH:9])=[CH:19]2)=[NH:21]

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochloride2×HCID 516892Sodium Bicarbonate2×HCID 135679562-(hydroxymethyl)-1H-indole-5-carbonitrile

Produkt 1

HCID 178513239HCID 178513239, VerbindungAusbeute 83,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Hydroxylamine hydrochloride (243 mg) and sodium bicarbonate (586 mg) was added to a solution of 2-(hydroxymethyl)-1H-indole-5-carbonitrile (D24) (300 mg) in EtOH (20 mL), in that sequence. The reaction mixture was heated to 50° C. and stirred for 24 hours at that temperature. Another portion of hydroxylamine hydrochloride (100 mg) was added, followed by addition of sodium bicarbonate (220 mg). The resulting suspension was stirred at 50° C. for 7 hours. The inorganics was filtered off. The filtrate was concentrated to afford a pale yellow oil. Trituration of the residue provided N-hydroxy-2-(hydroxymethyl)-1H-indole-5-carboximidamide (D25) (300 mg) as a pale yellow solid. MS (ES): C10H11N3O2 requires 205; found 206.2 (M+H+).

Aufarbeitung

  1. stirringThe resulting suspension was stirred at 50° C. for 7 hours
  2. filtrationThe inorganics was filtered off
  3. concentrationThe filtrate was concentrated
  4. customto afford a pale yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-5a5292c9195e4e6886e8769c03960f97
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08217028B2

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