1-(Benzylsulfanyl)-2-fluoro-4-nitrobenzene synthesis
- Product Name:1-(Benzylsulfanyl)-2-fluoro-4-nitrobenzene
- CAS Number:1242618-52-5
- Molecular formula:C13H10FNO2S
- Molecular Weight:263.29
Yield: 62%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 60; for 12 h;
Steps:
74 Preparation of benzyl(2-fluoro-4-nitrophenyl)sulfane
To a solution of 8.8 g 1-chloro-2-fluoro-4-nitrobenzene (50 mmol, 1.00 equiv) and 13.8 g potassium carbonate (100 mmol, 2.00 equiv) in 300 mL anhydrous N,N-dimethylformamide was added dropwise 7.44 g of phenylmethanethiol (60 mmol, 1.20 equiv) at room temperature. The resulting mixture was stirred for 12 h at 60oC. The mixture was cooled to room temperature, diluted with 500 mL water and extracted with ethyl acetate (3 x 500 mL). The combined organic layers were washed with brine (3 x 200 mL), dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated in vacuo. Purification by column chromatography (silica gel, petroleum ether:ethyl acetate (5:1)) afforded 8.15 g benzyl(2-fluoro-4-nitrophenyl)sulfane as a yellow solid (62 % yield). MS (ESI+) m/z 264 [M+H]+.
References:
VINCERE BIOSCIENCES, INC. WO2021/50992, 2021, A1 Location in patent:Paragraph 001027-001028
