2-Naphthol → HCID 178479471, Verbindung

HRID 1702607

Reaktionsgleichung

Reaktionsgleichung von HRID 1702607
[ClH:1].[NH:2]([CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([OH:15])=[O:14])[CH2:9][CH2:8]1)[C:3]([NH2:5])=[NH:4].[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1O.C1(N=C=NC2CCCCC2)CCCCC1>N1C=CC=CC=1>[ClH:1].[NH:2]([CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([O:15][C:18]2[CH:17]=[CH:16][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=2)=[O:14])[CH2:9][CH2:8]1)[C:3]([NH2:5])=[NH:4]

Komponenten

5

Edukt 3

HCID 86632-NaphtholHCID 10868DicyclohexylcarbodiimideHCID 178479474HCID 178479474, Verbindung

Produkt 1

HCID 178479471HCID 178479471, VerbindungAusbeute 67,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A suspension of trans-4-guanidinomethylcyclohexanecarboxylic acid hydrochloride (47.1 g), β-naphthol (28.8 g) and dicyclohexylcarbodiimide (45.4 g) in pyridine (400 ml) was stirred at room temperature for 24 hours. After evaporation of solvent, to the residue was added water (500 ml), and the mixture was acidified with hydrochloric acid. The resulting white crystals were dissolved in methanol (500 ml). After evaporation of methanol, the residue was recrystallized from methanol to give β-naphtyl trans-4-guanidinomethylcyclohexanecarboxylate hydrochloride (49.1 g, 67.8%), m.p. 195°-202° C.

Aufarbeitung

  1. customAfter evaporation of solvent
  2. additionto the residue was added water (500 ml)
  3. dissolutionThe resulting white crystals were dissolved in methanol (500 ml)
  4. customAfter evaporation of methanol
  5. customthe residue was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-f9738bda71e149f6b074ac9ff2555b49
Quelldatensatz
uspto-grants-1982_09
Patentnummer
US04348410

Verknüpfte Notizen

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