ChemicalBook CAS DataBase List pyrazine-2,5-dicarbaldehyde

pyrazine-2,5-dicarbaldehyde synthesis

8synthesis methods

Product Name:pyrazine-2,5-dicarbaldehyde
CAS Number:77666-94-5
Molecular formula:C6H4N2O2
Molecular Weight:136.11

79068-45-4
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77666-94-5
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Yield: 85%

Reaction Conditions:

with manganese(IV) oxide in 1,4-dioxane at 96; for 0.75 h;Inert atmosphere;

Steps:

Pyrazine-2,5-dialdehyde (1):
To a suspension of compound 8 (2.0 g, 14.27 mmol) in dry 1,4-dioxane (100 mL) was added activated MnO2 (6.0 g, 69.00 mmol) and the resulting mixture was heated at 96 °C under N₂ atm for 45 min. It was filtered through sintered glass and the residue was washed by chloroform (100 mL). The combined filtrate was concentrated under reduced pressure to get the title compound 1 (1.65 g, 85%) as a light yellow solid. Mp: 118-119 °C (lit. m.p.: 124-125 °C).³ ¹H NMR (300 MHz, CDCl₃): d 10.23 (s, 2H), 9.30 (s, 2H). ¹³C NMR (75 MHz, CDCl₃): d 191.8, 148.7, 143.4. HRMS (DCI+CH₄) Calcd. for C₆H₅N₂O₂[M+H]⁺: 137.0351. Found: 137.0326.