2-Chloro-5-nitronicotinic acid is a chemical intermediate used in the synthesis of pesticides and pharmaceuticals. For example, Rhône-Poulenc Agribusiness in France uses it to synthesize novel herbicides.
2-Hydroxy-5-nitro-nicotinic acid (2.7 mmol) in a mixture of NJV- dimethylformamide (2.7 mmol) and thionyl chloride (5 ml) was heated at 80 0C for 1 h. The mixture was allowed to cool and concentrated in a vacuum. To the resulting residue, ice water (20 ml) was added, and with vigorous stirring, a precipitate formed. The precipitate was filtered off and dried in a vacuum oven to give a white solid 2-Chloro-5-nitronicotinic acid (68 percent).
[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 10, p. 1887 - 1897
[2] Beilstein Journal of Organic Chemistry, 2009, vol. 5,
[3] Patent: EP904262, 2004, B1. Location in patent: Page 244
[4] Patent: WO2008/46135, 2008, A1. Location in patent: Page/Page column 42-43
[5] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 11, p. 1151 - 1154
