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Chemical Structure| 694-85-9 Chemical Structure| 694-85-9
Chemical Structure| 694-85-9

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CAS No.: 694-85-9

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1-Methyl-2-pyridone is an organic compound that can be used in life science-related research.

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Product Details of 1-Methyl-2-pyridone

CAS No. :694-85-9
Formula : C6H7NO
M.W : 109.13
SMILES Code : CN1C=CC=CC1=O
MDL No. :MFCD00006520
InChI Key :DVVGIUUJYPYENY-UHFFFAOYSA-N
Pubchem ID :12755

Safety of 1-Methyl-2-pyridone

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 1-Methyl-2-pyridone

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 694-85-9 ]

[ 694-85-9 ] Synthesis Path-Downstream   1~8

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YieldReaction ConditionsOperation in experiment
30% With sulfuric acid; nitric acid; at 100℃; To a stirred mixture of 1-METHYL-LH-PYRIDIN-2-ONE (33.47 g, 0.306 mol) and concentrated H2S04 (300 ML) at 100 C was added concentrated HNO3 (120 mL) in portions. The reaction mixture was heated at this temperature overnight, and then poured into ice (1400 mL). The precipitate was filtered off and washed with water to give the title compound (Yield: 18.66 g, 30%). LH NMR (400 MHZ, CDCl3) : 8 9.05 (d, 1H), 8.90 (d, 1H), 3.80 (s, 3H).
28% With sulfuric acid; nitric acid; 1-Methyl-3,5-dinitro-2-pyridone 1-Methyl-2-pyridone (25.0 g, 0.229 mol) was added to sulfuric acid (500 mL) at 0 C. After stirring for 5 min., nitric acid (200 mL) was added dropwise at 0 C. After addition, the reaction temperature was slowly raised to 100 C., and then maintained for 5 h. The reaction mixture was poured into ice, basified with potassium carbonate to pH 8 and extracted with CH2Cl2 (100 mL*3). The combined organic layers were dried over Na2SO4 and concentrated to yield 1-methyl-3,5-dinitro-2-pyridone (12.5 g, 28%), which was used without further purification.
28% With sulfuric acid; nitric acid; at 0 - 100℃; for 5h; 1-Methyl-2-pyridone (25.0 g, 0.229 mol) was added to sulfuric acid (500 mL) at 0 C. After stirring for 5 min., nitric acid (200 mL) was added dropwise at 0 C. After addition, the reaction temperature was slowly raised to 100 C., and then maintained for 5 h. The reaction mixture was poured into ice, basified with potassium carbonate to pH 8 and extracted with CH2Cl2 (100 mL*3). The combined organic layers were dried over Na2SO4 and concentrated to yield 1-methyl-3,5-dinitro-2-pyridone (12.5 g, 28%), which was used without further purification.
22% With sulfuric acid; nitric acid; at 100℃; for 4h; Step 1: To a solution of N-methylpyridinone (A) (3 g, 27.49 mmol) in H2SO4 (100 mL) was slowly added HNO3 (60 %) (0.3 mL, 137.45 mmol) at room temperature. The reaction mixture was heated to 100 C for 4 h. TLC showed complete consumption of starting material. The reaction mixture was cooled to room temperature and neutralized with NaHCO3. The mixture was extracted with ethyl acetate and washed with water and brine. The extract was dried over MgSO4 and concentrated under reduced pressure to give 1-methyl-3,5-dinitropyridin-2(1H)-one (B) (1.19 g, 22 %)
22% With sulfuric acid; nitric acid; at 20 - 100℃; To a solution of N-methylpyridinone (A) (3 g, 27.49 mmol) in H2SO4 (100 mL) was slowly added HNO3 (60%) (0.3 mL, 137.45 mmol) at room temperature. The reaction mixture was heated to 100 C. for 4 h. TLC showed complete consumption of starting material. The reaction mixture was cooled to room temperature and neutralized with NaHCO3. The mixture was extracted with ethyl acetate and washed with water and brine. The extract was dried over MgSO4 and concentrated under reduced pressure to give 1-methyl-3,5-dinitropyridin-2(1H)-one (B) (1.19 g, 22%)
With sulfuric acid; nitric acid; at 5 - 150℃; for 16h; l-Methyl-lH-pyridin-2-one (6.67 g, 61.2 mmol) was added drop wise to H2SO4 (30 mL) keeping the temperature between 0-5 0C. HNO3 (19.3 g, 612 mmol) was added drop wise to above maintaining the temperature below 5 0C. After all HNO3 was added, the temperature was raised slowly to 150 0C and the reaction was ran for 16 h. The mixture was cooled to RT and poured into ice. The resultant yellow precipitate was filtered and dried under reduced pressure, affording l-methyl-3,5-dinitro-lH-pyridin-2-one as yellow solid.

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  • 3-(difluoro(phenylsulfonyl)methyl)-1-methylpyridin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
24% With tris[2-phenylpyridinato-C2,N]iridium(III); sodium thiosulfate; In acetonitrile; at 20℃; for 6h;Irradiation; Inert atmosphere; General procedure: The reaction of 1a with 2ais representative (Table 1, entry 1). Ir(ppy)3 (3.3 mg, 0.0050 mmol) was placed in a Schlenk tube.Nitrogen gas displacement was done by using the standard Schlenk technique, and N-methyl-2-pyridone(1a, 136.4 mg, 1.25 mmol) and ethyl bromodifluoroacetate (2a, 50.7 mg, 0.25 mmol) were added usingsyringe followed by addition of MeCN (3 mL). The mixture was stirred for 6 h under blue light LEDirradiation (12 DC/3 W). Water (20 mL) was added, and extraction was done with EtOAc (15 mL x 3).The combined organic phase was dried over sodium sulfate and then concentrated in vacuo. Purificationvia column chromatography (Wakosil C-200, hexane/EtOAc = 20/1 to EtOAc/CH2Cl2/Et3N = 1/1/0.05)provided pure ethyl 2,2-difluoro-2-(1-methyl-2-oxo-1,2-dihydropyridin-3-yl)acetate (3aa, 42.7 mg, 0.19mmol, 74% yield).
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  • C18H29B2NO5 [ No CAS ]
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  • [ 14135-38-7 ]
  • 5-((2-fluorophenyl)thio)-1-methylpyridin-2(1H)-one [ No CAS ]
 

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