ChemicalBook CAS DataBase List 5,6-Quinoxalinediamine

5,6-Quinoxalinediamine synthesis

8synthesis methods

Product Name:5,6-Quinoxalinediamine
CAS Number:57436-95-0
Molecular formula:C8H8N4
Molecular Weight:160.18

57436-91-6
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57436-95-0
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Yield:-

Reaction Conditions:

with 10% Pd/C;hydrazine hydrate in ethanol at 78;

Steps:

A1.7 quinoxaline-5,6-diamine

A mixture of compound A1-7 (789 mg, 4.15 mmol) and Pd/C (90 mg, 10 mol%) in EtOH (20 mL) was stirred at 78 °C for 1 h. Hydrazine monohydrate (8.31 g, 83.0 mmol, 50%) was added and the mixture was stirred at 78 °C for anotherl h. The reaction mixture was filtered and the resulting cake was washed with EtOH (10 mL ×3). The filtrate was concentrated under reduced pressure to give a residue. The residue was purified by flash NH-silica gel chromatography to afford compound A1-8 as a red solid. ¹HNMR (400 MHz, CDCl₃) δ 5.15 (2H, brs), 5.27 (2H, brs), 7.19 (1H, d , J= 8.8 Hz), 7.26 (1H, d, J = 8.8 Hz), 8.50 (1H, d, J= 2.0 Hz), 8.59 (1H, d, J= 1.6 Hz).

References:

WO2022/208454,2022,A1 Location in patent:Paragraph 0076; 0094-0095