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HomeProduct name list3-Amino-4-methoxybenzanilide

3-Amino-4-methoxybenzanilide

  • CAS NO.:120-35-4
  • Empirical Formula: C14H14N2O2
  • Molecular Weight: 242.27
  • MDL number: MFCD00017166
  • EINECS: 204-388-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-26 15:15:06
3-Amino-4-methoxybenzanilide Structural

What is 3-Amino-4-methoxybenzanilide?

Chemical properties

Gray powder.

The Uses of 3-Amino-4-methoxybenzanilide

3-Amino-4-methoxybenzanilide is used in preparation method of Cyanate resin-based near-zero expansion composite material truss rod.

The Uses of 3-Amino-4-methoxybenzanilide

Dyes, pharmaceuticals, and other organic chemicals.

Synthesis

3-Amino-4-methoxybenzanilide is prepared by the reaction of 3-amino-4-methoxybenzoic acid and aniline. The steps are as follows:
A total of 0.17 mL (0.18 mmol) of DIC and 0.24 g (0.18 mmol) of HOBt were added to a dichloromethane solution of 0.20 g (0.12 mmol) of 1 at room temperature, and the reaction mixture was stirred for 0.5 h. Then, 0.13 mL (0.14 mmol) of aniline was added to the mixture. After approximately 3 h, 0.5 N NaOH was added to the solution. The lower layer was isolated, and 0.5 N HCl was added until the aqueous solution was neutral. The dichloromethane layer was washed three times with 10 mL of water, and then MgSO4 was added. After 2 h, the solution was filtered, and the solvent was removed. The residue was purified by column chromatography on silica gel (eluent: petroleum ether:ethyl acetate = 3:1) to yield the desired 3-Amino-4-methoxybenzanilide as a white solid (yield: 76%). Mp: 197-198 °C. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 9.92 (1H, s, NH), 7.74 (2H, d, J = 9.0 Hz, PhH), 7.32 (2H, m, PhH), 7.21 (2H, d, J = 8.0 Hz, PhH), 7.06 (1H, m, PhH), 6.88 (1H, d, J = 8.0 Hz, PhH), 4.90 (2H, br s, NH2), 3.83 (3H, s, OCH3). ESI-MS (m/z): 243 (M + H)+.
3-Amino-4-methoxybenzanilide synthesis

Properties of 3-Amino-4-methoxybenzanilide

Melting point: 154-156°C
Boiling point: 385.1°C (rough estimate)
Density  1.1338 (rough estimate)
vapor pressure  0-0Pa at 25℃
refractive index  1.6419 (estimate)
storage temp.  Keep in dark place,Inert atmosphere,Room temperature
solubility  DMSO (Slightly), Methanol (Slightly)
pka 13.44±0.70(Predicted)
form  Solid
color  White to Off-White
CAS DataBase Reference 120-35-4(CAS DataBase Reference)
EPA Substance Registry System Benzamide, 3-amino-4-methoxy-N-phenyl- (120-35-4)

Safety information for 3-Amino-4-methoxybenzanilide

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 3-Amino-4-methoxybenzanilide

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