![](/CAS/GIF/705-09-9.gif)
2-Difluoromethyl-1H-benzoimidazole synthesis
- Product Name:2-Difluoromethyl-1H-benzoimidazole
- CAS Number:705-09-9
- Molecular formula:C8H6F2N2
- Molecular Weight:168.14
Yield: 90.36%
Reaction Conditions:
at 98 - 100; for 3 h;Concentration;Temperature;Time;
Steps:
3
71.4 g DFAE (recycled from example 2) was added to 21.6 g (0.2 mol) benzene- 1 ,2-diamine at room temperature under nitrogen. Then the mixture was heated to reflux (98- 100 °C) and maintained for several hours under nitrogen. The mixture turned to blue clear solution gradually. After 3 hrs the conversion of benzene- 1 , 2-diamine was >99% (GC). The mixture was cooled down to 0 °C, and solid was precipitated. After filtration, the obtained solid was washed with cool DFAE (17.4 g *3) and dried under vacuum. 30.37 g light green solid was obtained in 90.36% yield with 99% GC purity. Total 68.3 g filtrate (DFAE) was recycled. [0026] In examples 1 -3, total 85.57 g product was obtained in above 3 batches reactions and average yield for each experiment was 85.0%. Each product has a melting point of 162-163 °C. The product was analyzed by 1 H NM and the spectrum was as follows: 1 H NMR (300 MHz, DMSO-d6) δ: 7.16-7.42 (m, 3H), 7.68 (m, 2H), 13.3 (s, 1H). 19F NMR (282 MHz, DMSO-d6) δ: - 115.98.
References:
RHODIA OPERATIONS;RHODIA (CHINA) CO., LTD.;ZHANG, Tao;MERCIER, Claude;BUISINE, Olivier WO2013/123634, 2013, A1 Location in patent:Paragraph 0025-0026
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