2-CHLORO-5-NITRONICOTINAMIDE synthesis
- Product Name:2-CHLORO-5-NITRONICOTINAMIDE
- CAS Number:60524-15-4
- Molecular formula:C6H4ClN3O3
- Molecular Weight:201.57
135795-55-0
60524-15-4
Compound 21 (8.3 g, 0.04 mol) was added to thionyl chloride (80 mL) and heated to reflux for 3 hours. Upon completion of the reaction, excess thionyl chloride was removed by distillation under reduced pressure. Acetone (240 mL) was added to the residue with stirring at 25 °C and ammonia was added slowly and dropwise, the reaction lasted for 10 min. The reaction mixture was concentrated to one-fourth of the original volume and the concentrate was poured into 200 g of crushed ice, precipitating a yellow solid. The solid was collected by filtration to give 4.5 g of the target product 2-chloro-5-nitro-3-pyridine carboxamide in 54.2% yield. The melting point of the product was 177.3-178.2 °C.
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Yield:-
Steps:
Multi-step reaction with 3 steps
1: sodium dichromate; sulfuric acid / 15 h / 30 °C
2: thionyl chloride / 3 h / Reflux
3: ammonia / water; acetone / 0.17 h / 25 °C
References:
Beijing Yiling Bioengineering Co., Ltd. EP2366691, 2011, A1
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