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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 719178Erstellt: 24. Oktober 2026

1,2-Naphthoquinone → Benzo[a]phenazine-11-carboxylic acid

https://huagongshe.com/de/reaction/719178

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-NaphthoquinoneHCID 10667—
EduktBenzo[a]phenazine-8-carboxylic acidHCID 13792240—
Edukt2,3-Diamino-benzoic acid, diacetate saltHCID 85787914—
LösungsmittelAcetic AcidHCID 176—
ProduktBenzo[a]phenazine-11-carboxylic acidHCID 13792239—

Reaktionsschritte

A mixture of 1,2-naphthoquinone (commercially available, 2.0 g) and 2,3-diamino-benzoic acid, diacetate salt, (3.79 g) was heated to reflux in acetic acid (30 mL) for 2 hours. The reaction mixture was cooled and the solvent removed in vacuo to yield a gum. This was purified using flash chromatography to yield a 2:1 mixture of the desired title compound to the undesired benzo[a]phenazine-8-carboxylic acid (840 mg). The two isomers were separated after further modification (see Reference Example 3B below).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07132419B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-11402d17cad94860b270b072a30f3c74
Quellennotizuspto-grants-2006_11