ChemicalBook CAS DataBase List Dibenzo[a,j]phenazine

Dibenzo[a,j]phenazine synthesis

8synthesis methods

Product Name:Dibenzo[a,j]phenazine
CAS Number:224-56-6
Molecular formula:C20H12N2
Molecular Weight:280.32

18531-95-8 Synthesis

18531-95-8
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$18.00/250mg

188-55-6
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224-56-6
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Yield:224-56-6 51% ，188-55-6 6 %Spectr.

Reaction Conditions:

with tert-Butyl hypoiodite in tert-butyl alcohol at 20; for 3 h;Inert atmosphere;Solvent;Reagent/catalyst;

Steps:

A typical procedure for the oxidative ring-closure of biaryldiamines 1 and 3

General procedure: To a two-necked round-bottomed flask (50 mL) equipped with a magnetic stir bar, was added biaryldiamine 1 (or 3) (0.1 mmol) under the air. The flask was capped with a rubber septum, evacuated, and refilled with N₂ gas for three times. Solvent (10 mL) and 2,6-lutidine (23.5 mg, 0.22 mmol or none) were added to the tube through the septum. To the mixture, was added t-BuOCl (23.8 mg, 0.22 mmol or 43.4 mg, 0.40 mmol) through the septum at the indicated temperature. The resulting solution was stirred for the indicated time (Table 2 in the text) before quenched with aqueous Na₂S₂O₃ solution (1.0 M, 20 mL), and the resulting mixture was extracted with CH₂Cl₂ (20 mL × 3). The combined organic extracts were dried over Na₂SO₄and concentrated under vacuum to give the crude product. Purification by flash column chromatography on silica gel gave the corresponding 7,8-diaza[5]helicene (for example, compound 2a: 27.2 mg, 97%).

References:

Takeda, Youhei;Okazaki, Masato;Maruoka, Yoshiaki;Minakata, Satoshi [Beilstein Journal of Organic Chemistry,2015,vol. 11,p. 9 - 15] Location in patent:supporting information

18531-95-8 Synthesis

18531-95-8
158 suppliers
$18.00/250mg

224-56-6
2 suppliers
inquiry

References