1-Naphthoic acid → 2-(1-Naphthyl)-1,3-benzoxazol-5-amine

HRID 63025

Reaktionsgleichung

Reaktionsgleichung von HRID 63025
[CH:1]1[C:6]([NH2:7])=[CH:5][C:4]([NH2:8])=[C:3]([OH:9])[CH:2]=1.Cl.Cl.[C:12]1([C:22](O)=O)[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1.[OH-].[Na+]>>[C:12]1([C:22]2[O:9][C:3]3[CH:2]=[CH:1][C:6]([NH2:7])=[CH:5][C:4]=3[N:8]=2)[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

Komponenten

4

Edukt 3

HCID 68471-Naphthoic acidHCID 87152,4-Diaminophenol hydrochlorideHCID 14798Sodium Hydroxide

Produkt 1

HCID 6504802-(1-Naphthyl)-1,3-benzoxazol-5-amineAusbeute 77 %

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

8 mmol of 2,4-diaminophenol.2HCl and 8 mmol of naphthalene-1-carboxylic acid were dissolved in 10 g of polyphosphoric acid (PPA), and then, the mixed solution was stirred at a temperature of 180° C. for 3 to 4 hours. After completion of the reaction, the reaction solution was cooled, neutralized with 10% NaOH, and filtered by using distilled water for recrystallization in a slow manner, thereby obtaining 1.6 g of 2-(naphthalene-1-yl)benzo[d]oxazole-5-amine (Derivative #2) (yield: 77%).

Aufarbeitung

  1. customAfter completion of the reaction
  2. temperaturethe reaction solution was cooled
  3. filtrationfiltered
  4. distillationby using distilled water
  5. customfor recrystallization in a slow manner

Quellen und Nachweise

ORD-Eintrag
ord-e2225ab498f34f34b187be48b2e4d446
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447054B2

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