ChemicalBook > CAS DataBase List > 3-(2-Aminophenyl)propenoic acid methyl ester

3-(2-Aminophenyl)propenoic acid methyl ester

Product Name
3-(2-Aminophenyl)propenoic acid methyl ester
CAS No.
1664-62-6
Chemical Name
3-(2-Aminophenyl)propenoic acid methyl ester
Synonyms
Methyl o-aminocinnamate;Methyl 2-aminocinnamate;METHYL 3-(2-AMINOPHENYL)ACRYLATE;methyl (E)-3-(2-aminophenyl)acrylate;3-(2-Aminophenyl)propenoic acid methyl ester;3-(2-Aminophenyl)-2-propenoic acid methyl ester;2-Propenoic acid, 3-(2-aminophenyl)-, methyl ester
CBNumber
CB72138412
Molecular Formula
C10H11NO2
Formula Weight
177.2
MOL File
1664-62-6.mol
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3-(2-Aminophenyl)propenoic acid methyl ester Property

Melting point:
67℃
Boiling point:
317.8±25.0 °C(Predicted)
Density 
1.160±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
pka
1.35±0.10(Predicted)
Appearance
Light yellow to yellow Solid
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Safety

HS Code 
2922498590
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Apolloscientific
Product number
OR962459
Product name
Methyl3-(2-aminophenyl)acrylate
Purity
97%
Packaging
1g
Price
$247
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0392993
Product name
METHYL-3-(2-AMINOPHENYL)ACRYLATE
Purity
95.00%
Packaging
5MG
Price
$496.44
Updated
2021/12/16
Apolloscientific
Product number
OR962459
Product name
Methyl3-(2-aminophenyl)acrylate
Purity
97%
Packaging
5g
Price
$696
Updated
2021/12/16
AK Scientific
Product number
8474AA
Product name
Methyl3-(2-aminophenyl)acrylate
Packaging
250mg
Price
$116
Updated
2021/12/16
Chemenu
Product number
CM250137
Product name
Methyl3-(2-aminophenyl)acrylate
Purity
95%
Packaging
1g
Price
$125
Updated
2021/12/16
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3-(2-Aminophenyl)propenoic acid methyl ester Chemical Properties,Usage,Production

Synthesis

39228-29-0

88939-75-7

Methyl (E)-3-(2-nitrophenyl)acrylate (11.03 g, 53.24 mmol) was dissolved in ethyl acetate (200 mL) at room temperature, followed by the addition of SnCl2-H2O (60.06 g, 266.19 mmol). The reaction mixture was stirred at 70 °C for 60 min. Upon completion of the reaction, the mixture was cooled to room temperature, the pH was adjusted to a weak base with saturated aqueous sodium bicarbonate solution and filtered through diatomaceous earth. The aqueous phase was extracted three times with ethyl acetate, the organic phases were combined and dried with anhydrous magnesium sulfate. After the solvent was removed by distillation under reduced pressure, the residue was purified by silica gel column chromatography (eluent ratio: ethyl acetate:hexane=1:5) to afford methyl (E)-3-(2-aminophenyl)acrylate (8.50 g, 90% yield).1H-NMR (400 MHz, CDCl3) δ 7.92-7.86 (d, 1H, -C-CH=CH-), 7.44- 6.76 (m, 4H, aromatic H), 6.42-6.36 (d, 1H, -C-CH=CH-), 3.83 (s, 3H, -OCH3).

References

[1] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 11, p. 3353 - 3358
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 3, p. 1073 - 1079
[3] Patent: WO2008/136631, 2008, A1. Location in patent: Page/Page column 4; 10
[4] Journal of Medicinal Chemistry, 2009, vol. 52, # 10, p. 3205 - 3211
[5] Journal of Medicinal Chemistry, 1993, vol. 36, # 22, p. 3397 - 3408

3-(2-Aminophenyl)propenoic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(2-Aminophenyl)propenoic acid methyl ester Suppliers

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1664-62-6, 3-(2-Aminophenyl)propenoic acid methyl esterRelated Search:


  • 3-(2-Aminophenyl)propenoic acid methyl ester
  • METHYL 3-(2-AMINOPHENYL)ACRYLATE
  • 3-(2-Aminophenyl)-2-propenoic acid methyl ester
  • Methyl 2-aminocinnamate
  • Methyl o-aminocinnamate
  • 2-Propenoic acid, 3-(2-aminophenyl)-, methyl ester
  • methyl (E)-3-(2-aminophenyl)acrylate
  • 1664-62-6