| Identification | Back Directory | [Name]
N-(CINNAMOYL)-3-METHOXYANILINE | [CAS]
127033-74-3 | [Synonyms]
3-methoxy-cinnamanilide
N-(CINNAMOYL)-3-METHOXYANILINE
N-(3-methoxyphenyl)cinnamamide
(E)-N-(3-Methoxyphenyl)-3-phenyl-2-propenaMide
(2E)-N-(3-Methoxyphenyl)-3-phenyl-2-propenamide | [Molecular Formula]
C16H15NO2 | [MDL Number]
MFCD00684323 | [MOL File]
127033-74-3.mol | [Molecular Weight]
253.296 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
118-120°C | [Boiling point ]
463.0±45.0 °C(Predicted) | [density ]
1.176±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO | [form ]
Solid | [pka]
13.52±0.70(Predicted) | [color ]
Off-White |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
N-(Cinnamoyl)-3-methoxyaniline (cas# 127033-74-3) is a compound useful in organic synthesis. | [Synthesis]
To a solvent mixture of acetone (8 mL) and water (16 mL), m-aminoanisole (1 g, 8.12 mmol), potassium carbonate (1.68 g, 12.18 mmol), and 3-phenyl-2-propenoyl chloride (1.62 g, 9.74 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 30 minutes. After completion of the reaction, the mixture was poured into ice water and extracted with ethyl acetate (EtOAc). The organic phases were combined and concentrated under reduced pressure to afford N-(3-methoxyphenyl)cinnamamide (compound 3) in 98% yield. | [References]
[1] Patent: CN108101926, 2018, A. Location in patent: Paragraph 0030; 0031; 0032
[2] Tetrahedron Letters, 1999, vol. 40, # 24, p. 4505 - 4506
[3] Patent: CN107098855, 2017, A. Location in patent: Paragraph 0036; 0037
[4] Zhurnal Obshchei Khimii, 1940, vol. 10, p. 43,50
[5] Chem. Zentralbl., 1940, vol. 111, # II, p. 202 |
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