ChemicalBook CAS DataBase List 2-Fluoro-5-iodonitrobenzene

2-Fluoro-5-iodonitrobenzene synthesis

4synthesis methods

Product Name:2-Fluoro-5-iodonitrobenzene
CAS Number:364-75-0
Molecular formula:C6H3FINO2
Molecular Weight:267

364-76-1 Synthesis

364-76-1
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$7.00/10g

364-75-0
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$5.00/250mg

Yield: 14%

Reaction Conditions:

with diiodomethane;isopentyl nitrite at 20 - 70; for 2 h;

Steps:

46
Add isoamyl nitrite (18. 6 g, 160 mmol) to a suspension of 4-fluoro-3- nitrophenylamine (5. 0 g, 32 mmol) in diiodomethane (150 mL). Stir under nitrogen at room temperature for 1 h. Heat at 70 °C for 1 h. Cool to room temperature and concentrate. Dilute with dichloromethane (500 mL) and water (100 mL). Collect the organic, concentrate and purify (silica gel chromatography, eluting with a gradient of 100 : 0 to 80 : 20 hexanes : ethyl acetate), to give the title compound as a yellow oil (1. 22 g, 14%). 1H NMR (300 MHz, CDC13) 6 7. 02-7. 11 (m, 1H), 7. 89-7. 97 (m, 1H), 8. 32-8. 39 (dd, J = 2. 2 Hz, 6. 9 Hz, 1H).

References:

ELI LILLY AND COMPANY WO2005/94822, 2005, A1 Location in patent:Page/Page column 46