2,4-Diaminophenol hydrochloride → 2-(5-Chloronaphthalen-1-yl)-1,3-benzoxazol-5-amine

HRID 63028

Reaktionsgleichung

Reaktionsgleichung von HRID 63028
[CH:1]1[C:6]([NH2:7])=[CH:5][C:4]([NH2:8])=[C:3]([OH:9])[CH:2]=1.Cl.Cl.[Cl:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23](O)=O.[OH-].[Na+]>>[Cl:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23]1[O:9][C:3]2[CH:2]=[CH:1][C:6]([NH2:7])=[CH:5][C:4]=2[N:8]=1

Komponenten

4

Edukt 3

HCID 87152,4-Diaminophenol hydrochlorideHCID 14798Sodium HydroxideHCID 9370575-Chloro-1-naphthoic acid

Produkt 1

HCID 7517762-(5-Chloronaphthalen-1-yl)-1,3-benzoxazol-5-amineAusbeute 79,3 %

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

80 μmol of 2,4-diaminophenol.2HCl and 80 μmol of 5-chloro-naphthalene-1-carboxylic acid were dissolved in 100 mg of 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 18.7 mg of 2-(5-chloronaphthalene-1-yl)benzo[d]oxazole-5-amine (Derivative #5) (yield: 79%).

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-dbd4b1e52fb047eab609296eda764d67
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447054B2

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