O-Phenylenediamine → Benzimidazole perylene

HRID 279821

Reaktionsgleichung

Reaktionsgleichung von HRID 279821
[CH:1]1[C:10]2[C:11]3[CH:20]=[CH:19][C:18]4C(OC(=O)[C:16]5[C:17]=4[C:12]=3[C:13](=[CH:14][CH:15]=5)[C:8]3[C:9]=2[C:4]2[C:5](C(OC(=O)[C:3]=2[CH:2]=1)=O)=[CH:6][CH:7]=3)=O.[C:31]1([NH2:38])[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[NH2:37]>C(O)(=O)C>[CH:14]1[C:13]2=[C:12]3[C:11]([C:10]4[C:9]5[C:4](=[CH:5][CH:6]=[CH:7][C:8]2=5)[CH:3]=[CH:2][CH:1]=4)=[CH:20][CH:19]=[CH:18][C:17]3=[CH:16][CH:15]=1.[N:37]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[NH:38][CH:1]=1

Komponenten

4

Edukt 2

HCID 7243O-PhenylenediamineHCID 671913,4,9,10-Perylenetetracarboxylic dianhydride

Produkt 1

HCID 21910037Benzimidazole perylene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
210 °C

Versuchsvorschrift

There was mixed in a three-liter flask 5.85 grams of 3,4,9,10-perylenetetracarboxylic dianhydride, 26.77 grams of o-phenylene diamine and 7 milliliters of glacial acetic acid. The mixture resulting was then heated with stirring for 8 hours at 210° C., followed by cooling to room temperature. A solid product was then obtained by filtering the mixture throught a sintered glass funnel; followed by washing with 1,000 milliliters of methanol. Thereafter, the solid was slurried with 500 milliliters of 1 percent sodium hydroxide solution. After filtration, the solid was washed with 600 milliliters of water, and then was dried in an oven at 80° C. overnight yielding 7.62 grams, of the above product III.

Aufarbeitung

  1. customThe mixture resulting
  2. temperaturewas then heated
  3. temperatureby cooling to room temperature
  4. customA solid product was then obtained
  5. filtrationby filtering the mixture
  6. washby washing with 1,000 milliliters of methanol
  7. filtrationAfter filtration
  8. washthe solid was washed with 600 milliliters of water
  9. customwas dried in an oven at 80° C. overnight
  10. customyielding 7.62 grams

Quellen und Nachweise

ORD-Eintrag
ord-5e4f46d69c54467d9e070f6592ac4651
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04587189

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