2-HYDROXY-5-NITRONICOTINONITRILE synthesis
- Product Name:2-HYDROXY-5-NITRONICOTINONITRILE
- CAS Number:31309-38-3
- Molecular formula:C6H3N3O3
- Molecular Weight:165.11
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Yield:31309-38-3 63%
Reaction Conditions:
with sulfuric acid;nitric acid at 0 - 5; for 2 h;
Steps:
A.iv.b Step b: Synthesis of 2-hydroxy-5-nitronicotinonitrile
2-Hydroxy-nicotinonitrile (160 g, 1.33 mol) was dissolved in sulfuric acid (10 volumes) and reaction mixture was cooled to 0 °C in ice bath with stirring. Nitric acid (3volumes) was added very slowly using dropping funnel. During the addition, temperature was maintained at 0-5 °C. After 2 h of stirring, reaction mixture was poured into crushed ice and water mixture and stirred. Nitro compound was precipitated out, which was filtered and dried to obtain 2-hydroxy-5-nitronicotinonitrile. Yield: 63 %; H NMR (300 MHz, DMSO-d6): δ 11.34 (bs, 1H), 9.01 (m, J= 3HZ, 1H), 8.71 (m, J= 3 HZ, 1H); MS (ES): m/z 165.
References:
WO2014/207508,2014,A1 Location in patent:Page/Page column 55; 56
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