alpha-Naphthyl isocyanate → HCID 9840976, Verbindung

HRID 2110083Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2110083
[NH2:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.[C:14]1([N:24]=[C:25]=[O:26])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1>C(Cl)Cl>[CH3:13][O:12][C:11]1[C:2]([NH:1][C:25]([NH:24][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][CH:15]=2)=[O:26])=[CH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Komponenten

4

Edukt 2

HCID 66589alpha-Naphthyl isocyanateHCID 2351413-Methoxynaphthalen-2-amine

Produkt 1

HCID 9840976HCID 9840976, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 2-amino-3-methoxynaphthalene (0.253 g, 1.50 mmol) in CH2Cl2 (3 mL) at room temp. was added a solution of 1-naphthyl isocyanate (0.247 g, 1.50 mmol) in CH2Cl2 (2 mL) and the resulting mixture was allowed to stir overnight. The resulting precipitate was separated and washed with CH2Cl2 to give the desired urea as a white powder (0.450 g, 90%): mp 235-236° C.; 1H-NMR (DMSO-d6) δ 4.04 (s, 3H), 7.28-7.32 (m, 2H), 7.38 (s, 1H), 7.44-7.72 (m, 6H), 7.90-7.93 (m, 1H), 8.05-8.08 (m, 1H), 8.21-8.24 (m, 1H), 8.64 (s, 1H), 9.03 (s, 1H), 9.44 (s, 1H); FAB-MS m/z 343 ((M+H)+). B1f. General Method for the Reaction of an Aryl Amine with an Aryl Isocyanate

Aufarbeitung

  1. customThe resulting precipitate was separated
  2. washwashed with CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-3a82f2efaa4042e68cbafd3fe773dc62
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07517880B2

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