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3-Amino-4-methoxybenzanilide

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3-Amino-4-methoxybenzanilide Basic information

Product Name:
3-Amino-4-methoxybenzanilide
Synonyms:
  • AMAN
  • AMBA
  • 3-AMINO-4-METHOXYBENZANILIDE
  • 3-AMINO-4-METHOXY-N'-PHENYL BENZAMIDE
  • 3-AMINO-P-ANISANILIDE
  • LABOTEST-BB LT01138545
  • FAST RED KD BASE
  • 3-Amino-p-anisanilide,prac.,95%
CAS:
120-35-4
MF:
C14H14N2O2
MW:
242.27
EINECS:
204-388-4
Product Categories:
  • Intermediates of Dyes and Pigments
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
Mol File:
120-35-4.mol
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3-Amino-4-methoxybenzanilide Chemical Properties

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
LogP
2.08 at 23℃ and pH7
CAS DataBase Reference
120-35-4(CAS DataBase Reference)
EPA Substance Registry System
Benzamide, 3-amino-4-methoxy-N-phenyl- (120-35-4)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
RTECS 
CV7400000
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
2924297099
Toxicity
mouse,LD50,intravenous,320mg/kg (320mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01183,

MSDS

  • Language:English Provider:ALFA
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3-Amino-4-methoxybenzanilide Usage And Synthesis

Chemical Properties

Gray powder.

Uses

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

Uses

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 Preparation Products And Raw materials

Raw materials

Preparation Products

3-Amino-4-methoxybenzanilideSupplier

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