Benzamide, 3-chloro-N-(5-nitro-2-pyridinyl)- synthesis
- Product Name:Benzamide, 3-chloro-N-(5-nitro-2-pyridinyl)-
- CAS Number:574724-42-8
- Molecular formula:C12H8ClN3O3
- Molecular Weight:277.66
Yield:574724-42-8 99%
Reaction Conditions:
with pyridine at 100; for 16 h;
Steps:
2.a
3-chlorobenzoyl chloride (22.1 g, 127 mmol) was added dropwise to a stirred solution OF 2-AMINO-5-NITROPYRIDINE (16.0 g, 115 mmol) in pyridine (240 ML) and heated to 100 °C for 16 hours. The solution was evaporated in vacuo, the resulting solid was taken-up in dichloromethane (200 ml) and eluted through silica gel (800 g), with dichloromethane. The relevant fractions were combined and concentrated under reduced pressure to yield 3-chloro- N-(5-nitropyridin-2-yl) benzamide (31.6 g, 99 % yield) as an off-white solid: LH-NMR (DMSO-D6) : 11.64 (s, 1H), 9.20 (d, 1H), 8.63 (dd, 1H), 8.40 (d, 1H), 8.06 (s, 1H), 7.98 (d, 1H), 7.69 (d, 1H), 7.55 (dd, 1H) : MS (-ve ESI) 276 (M-H)-, MS (+ve ESI): 278 (M+H) +.
References:
WO2004/58782,2004,A1 Location in patent:Page 48
10201-71-5
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