N-(4-CHLOROPHENYL) METHACRYLAMIDE synthesis
- Product Name:N-(4-CHLOROPHENYL) METHACRYLAMIDE
- CAS Number:2918-77-6
- Molecular formula:C10H10ClNO
- Molecular Weight:195.65
Yield:2918-77-6 71.2 %
Reaction Conditions:
with phosphorus pentoxide;4-hydroxy-2,2,6,6-tetramethylpiperidine oxide in 1-methyl-pyrrolidin-2-one at 125;Inert atmosphere;Temperature;Solvent;
Steps:
5; 12; 33 [Example 33]
In a 30 mL test tube, 5.0 mg of 4-hydroxy TEMPO, 1.0 g (7.84 mmol, 1.0 eq.) of 4-chloroaniline, 1.18 g (13.72 mmol, 1.75 eq.) of methacrylic acid, 2.0 mL of N-methylpyrrolidone (NMP) was added as a solvent and mixed. After the inside of the test tube was replaced with nitrogen, 0.80 g (5.49 mmol, 0.7 eq.) of phosphorus pentoxide was added, and the mixture was heated and stirred at 125° C. for 4 hours. After the reaction was completed, 10 mg of the resulting reaction solution was diluted with 10 mL of a mixed solvent of acetonitrile/dimethylsulfoxide=9/1 by volume, and analyzed by high performance liquid chromatography. As a result, the area % of the target 1,2-adduct was 71.20%, and the area % of the by-product 1,4-adduct was 2.02%.
References:
WO2022/249994,2022,A1 Location in patent:Paragraph 0087-0088; 0098-0099; 0142-0143
1970-52-1
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