Benzene → 9-Phenoxycarbonyl-10-carboxyethylacridinium bromide

HRID 850700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 850700
[CH:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([C:13]=2[C:15]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:16])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.I[CH2:25][CH2:26][C:27]([O:29]C(C)(C)C)=[O:28].C1C=CC=CC=1.[BrH:40]>C(O)(=O)C.O>[Br-:40].[O:17]([C:15]([C:13]1[C:12]2[C:7]([N+:6]([CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[C:5]3[C:14]=1[CH:1]=[CH:2][CH:3]=[CH:4]3)=[CH:8][CH:9]=[CH:10][CH:11]=2)=[O:16])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

7

Edukt 4

HCID 241BenzeneHCID 260Hydrogen BromideHCID 517916Phenyl acridine-9-carboxylateHCID 10400154Tert-butyl 3-iodopropanoate

Produkt 1

HCID 867495069-Phenoxycarbonyl-10-carboxyethylacridinium bromide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of phenyl acridine-9-carboxylate (100 mg) and t-butyl 3-iodopropionate (5 g) is stirred and heated at 130° C. for sixteen hours. The resulting solution is poured into benzene (25 ml) and the resulting precipitate isolated by filtration. Part of this precipitate (10 mg) is stirred with 33% hydrobromic acid in acetic acid (1 ml), and heated at 50° C. for two hours. The reaction mixture is poured into water, and the resulting precipitate (ca. 6 mg) isolated.

Aufarbeitung

  1. customthe resulting precipitate isolated by filtration
  2. temperatureheated at 50° C. for two hours

Quellen und Nachweise

ORD-Eintrag
ord-d5aa5ed6666f4c65b891126a2ed80ff5
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06018047

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