4-chloro-6-nitroquinolin-2(1H)-one synthesis
- Product Name:4-chloro-6-nitroquinolin-2(1H)-one
- CAS Number:934687-48-6
- Molecular formula:C9H5ClN2O3
- Molecular Weight:224.6
20146-59-2
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Yield:934687-48-6 97%
Reaction Conditions:
with sulfuric acid;nitric acid at 0; for 1 h;
Steps:
2 Step 2: 4-chloro-6-nitroguinolin-2(1 H)-one
A mixture of 4-chloro-1/-/-quinolin-2-one (from step 1 ; 17.8 g, 98.9 mmol) in sulfuric acid (52.7 mL, 989 mmol) was cooled to 0 °C. Nitric acid (70%) (9.9 mL, 109 mmol) was added dropwise. The solution was stirred at 0 °C for 1 h and then poured onto ice water. The yellow precipitate that formed was filtered and washed with water, methanol, ethyl acetate and diethyl ether before being stirred under vacuum at 120 °C for approx. 10 min affording 4-chloro-6-nitroquinolin-2(1/-/)-one (21.5 g, 97%) as a pale yellow solid. LCMS (Method T2) RT 1.27 min; m/z 225.01 [M+H]+.
References:
WO2019/197842,2019,A1 Location in patent:Paragraph 00349
703-61-7
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