1-Naphthalenamine, hydrochloride (1:1) → HCID 178436383, Verbindung

HRID 964164

Reaktionsgleichung

Reaktionsgleichung von HRID 964164
[CH2:1]([C:3]1[CH:4]=[C:5]([N:9]([CH3:12])[C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1)[CH3:2].[ClH:13].[NH2:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1>ClCCl>[ClH:13].[C:15]1([NH:14][C:10]([N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([CH2:1][CH3:2])[CH:4]=2)[CH3:12])=[NH:11])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1

Komponenten

4

Edukt 2

HCID 110941-Naphthalenamine, hydrochloride (1:1)HCID 10103434m-ethylphenyl-N-methylcyanamide

Produkt 1

HCID 178436383HCID 178436383, VerbindungAusbeute 37 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of m-ethylphenyl-N-methylcyanamide (520 mg, 3.25 mmol) and 1-aminonaphthalene hydrochloride (508 mg, 3.25 mmol) was placed in a pre-heated oil bath at 160° C. for 3 hours and then allowed to cool to room temperature. The resulting solid was taken into dichloromethane and washed with 10% NaOH solution. The organic layer was concentrated and the resulting residue was dissolved in abs. EtOH (2 ml) and treated with dil. HCl. It was concentrated and the solid was twice recrystallized from abs. EtOH-Et2O to give N-(1-naphthyl)-N'-(m-ethylphenyl)-N'-methyl-guanidine hydrochloride (403 mg, 37%) as off-white needles. mp 223°-25° C.

Aufarbeitung

  1. washwashed with 10% NaOH solution
  2. concentrationThe organic layer was concentrated
  3. dissolutionthe resulting residue was dissolved in abs
  4. additionEtOH (2 ml) and treated with dil. HCl
  5. concentrationIt was concentrated
  6. customthe solid was twice recrystallized from abs

Quellen und Nachweise

ORD-Eintrag
ord-3cd5715e2e634fa5a674200120003d55
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05767162

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