6-Aminoquinoxaline synthesis
- Product Name:6-Aminoquinoxaline
- CAS Number:6298-37-9
- Molecular formula:C8H7N3
- Molecular Weight:145.16
6639-87-8
6298-37-9
General procedure for the synthesis of 6-aminoquinoxaline from 6-nitroquinoxaline: 10% palladium carbon (50 mg) was added to a solution of 6-nitroquinoxaline (500 mg, 2.86 mmol) in methanol (20 mL) and the reaction mixture was stirred for 4 hr. under an atmosphere of hydrogen at 1 atm. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was evaporated to remove the solvent. The residue was purified by silica column chromatography followed by evaporation of the solvent to afford 6-aminoquinoxaline as a yellow solid (342 mg, 82% yield) with a thin layer chromatography (TLC) Rf value of 0.32 (unfolding agent: ethyl acetate). The product was characterized by 1H NMR (CDCl3): δ 8.65 (1H, d, J=1.7 Hz), 8.55 (1H, d, J=1.7 Hz), 7.87 (1H, d, J=8.9 Hz), 7.18 (1H, dd, J=8.9,2.5 Hz), 7.13 (1H, d, J=2.5 Hz), 4.20 (2H, br. s, -NH2).
615-47-4
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$8.00/1g
6298-37-9
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$14.14/1gm:
Yield:6298-37-9 87%
Reaction Conditions:
in water;sodium carbonate
Steps:
1 6-Aminoquinoxaline
6-Aminoquinoxaline Glyoxal sodium bisulfite adduct (Aldrich, 14.3g, 50 mmol) was added in small portions to a solution of 1,2,4-triaminobenzene dihydrochloride (9.8 g, 50 mmol) in 200 ml of 10% by weight sodium carbonate in water. The reaction mixture was heated to 100° C. for two hours and then cooled to 0° C. The crystals formed were filtered off and dried in vacuo to give a crude yield of 7.06 g (a yield of 97%) of brown crystals. Recrystallization from benzene gave 6.32 g (a yield of 87%) yellow crystals, m.p. 157-8° C. Using various analytical procedures, these yellow crystals were determined to be 6-aminoquinoxaline.
References:
Allergan US6323204, 2001, B1
6639-87-8
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$15.00/100mg
6298-37-9
280 suppliers
$14.14/1gm:
5448-43-1
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$15.00/1g
6298-37-9
280 suppliers
$14.14/1gm:
50998-17-9
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$6.00/250mg
6298-37-9
280 suppliers
$14.14/1gm:
50998-18-0
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$69.00/100mg
6298-37-9
280 suppliers
$14.14/1gm: