HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986366Generated: October 28, 2026
Sodium Bicarbonate → 6-bromo-N4-phenylpyridine-3,4-diamine
https://huagongshe.com/reaction/1986366
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Bromo-5-nitro-N-phenyl-4-pyridineamine | HCID 86045124 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-bromo-N4-phenylpyridine-3,4-diamine | HCID 86045127 | 95% |
Reaction Steps
The product from Step 3 (7.42 g, 25.2 mmol) in acetic acid (80 mL) was treated with iron powder (5.65 g, 100.95 mmol) portionwise over 1 h while the temperature was maintained between 70-80° C. The hot reaction mixture was quickly filtered through a pad of celite and washed with methanol. The combined filtrates concentrated to give a dark red residue was treated with NaHCO3 and extracted with ethyl acetate. The organic layers were washed brine, dried over Na2SO4 and concentrated to afford the title compound (6.1 g, 95%). MS (ES+) m/e 264/266 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07547779B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-edeb92b462514c8d92159e45c40552d2 |
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| Source note | uspto-grants-2009_06 |
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