N-(2,4-DIFLUORO-PHENYL)-MALONAMIC ACID synthesis
- Product Name:N-(2,4-DIFLUORO-PHENYL)-MALONAMIC ACID
- CAS Number:154935-07-6
- Molecular formula:C9H7F2NO3
- Molecular Weight:215.15
![methyl 2-[(2,4-difluorophenyl)carbamoyl]acetate](/CAS/20210111/GIF/479690-12-5.gif)
479690-12-5
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Yield:154935-07-6 94.5%
Reaction Conditions:
Stage #1: N-(2,4-difluorophenyl)malonic acid methyl esterwith lithium hydroxide in ethanol; for 3.5 h;
Stage #2: with hydrogenchloride in ethanol;water;
Steps:
5
N-(2,4-difluorophenyl)malonic acid methyl ester (1.14 g) was dissolved in ethanol (10 ml), and lithium hydroxide monohydrate (417 mg) was added thereto, followed by stirring for 3 hrs and 30 min. To the reaction mixture was added 1 N HCl (20 ml), followed by evaporating ethanol under a reduced pressure. The residue was salted out and extracted with ethyl acetate-tetrahydrofuran (1:1). The organic layer was dried over anhydrous sodium sulfate, and concentrated under a reduced pressure. To the resultant residue was added diethyl ether-hexane (1:1) to suspend. A solid was filtered off and dried under aeration to provide the titled compound (1.01 g, 94.5%) as a pale purple solid. 1H-NMR Spectrum (DMSO-d6) δ (ppm): 3.33 (1H, brs), 3.40-3.48 (2H, m), 7.02-7.20 (1H, m), 7.28-7.45 (1H, m), 7.85-8.00 (1H, m), 9.98 (1H, s).
References:
US2005/277652,2005,A1 Location in patent:Page/Page column 50-51
![Propanoic acid, 3-[(2,4-difluorophenyl)amino]-3-oxo-, ethyl ester](/CAS/20210305/GIF/145591-74-8.gif)
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367-25-9
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$5.00/5g
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