3-Aminophenylboronic acid monohydrate → N,N-Diphenyl-p-phenylenediamine

HRID 885468

Reaktionsgleichung

Reaktionsgleichung von HRID 885468
O.[NH2:2][C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[CH:7][CH:8]=1>C(O)(=O)C.C(Cl)(Cl)Cl>[CH:6]1[CH:5]=[CH:4][C:3]([N:2]([C:6]2[CH:5]=[CH:4][C:3]([NH2:2])=[CH:8][CH:7]=2)[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[CH:8][CH:7]=1

Komponenten

4

Edukt 1

HCID 143894233-Aminophenylboronic acid monohydrate

Produkt 1

HCID 75371N,N-Diphenyl-p-phenylenediamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

(N,N′-Bis(m-(boronic acid)phenyl)-1,5-bis(phenyl)anthracene-2,3,6,7-tetracarboxyl diimide (47): A mixture of 1,5-bis(phenyl)anthracene-2,3,6,7-tetracarboxyl bisanhydride (0.10 g, 0.22 mmol), 3-aminophenyl boronic acid monohydrate (0.99 g, 0.64 mmol) in 5 ml of acetic acid was reacted and worked up according to the procedure for coupling yielding a yellow solid. Product was dissolved in and heated slightly in chloroform. The chloroform was removed by vacuum filtration and the final product, a yellow solid, was dried in a vacuum oven. 1H NMR (300 MHz, CDCl3): δ 7.31-7.63 (m, 9H), 8.52 (s, 1H), 8.63 (s, 1H).

Aufarbeitung

  1. customwas reacted
  2. customfor coupling yielding a yellow solid
  3. dissolutionProduct was dissolved in and
  4. customThe chloroform was removed by vacuum filtration
  5. dry with materialthe final product, a yellow solid, was dried in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-3a2f2ceeb4ee4ceb99ebe9386785ebd4
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242162B2

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