2,3-Pyridinediamine, 5,6-dibromo- synthesis
- Product Name:2,3-Pyridinediamine, 5,6-dibromo-
- CAS Number:1615736-65-6
- Molecular formula:C5H5Br2N3
- Molecular Weight:266.92
38875-53-5
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Yield:1615736-65-6 56%
Reaction Conditions:
with N-Bromosuccinimide;hydrogen bromide at 0 - 20;
Steps:
4.1.5 2,3-Diamino-5,6-dibromopyridine (3a)
2,3-Diamino-5-bromopyridine 1 (265mg; 1.41mmol) was dissolved in warm conc. HBr (15ml) and cooled in ice/water bath. NBS (263mg; 1,48; 1.05eq.) was added in portions during 1h. The reaction mixture was stirred at RT overnight. The precipitate was filtered, washed with diethyl ether, taken up with 50% K2CO3 (30ml) and extracted with ethyl acetate (3x25 ml). The combined organic layers were dried over MgSO4, filtered, and the solvent was removed under reduced pressure. Crude product was purified by column chromatography (hexane:ethyl acetate, 7:3) to afford titled compound as a pink solid; yield: 153mg (56%). Mp 136-139°C.
References:
Chojnacki;Lindenblatt;Wińska;Wielechowska;Toelzer;Niefind;Bretner [Bioorganic Chemistry,2021,vol. 106]
6945-68-2
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