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3-Amino-4-methoxybenzanilide | CAS 120-35-4

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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

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)
pka13.44±0.70(Predicted)
form Solid
color White to Off-White
InChIInChI=1S/C14H14N2O2/c1-18-13-8-7-10(9-12(13)15)14(17)16-11-5-3-2-4-6-11/h2-9H,15H2,1H3,(H,16,17)
InChIKeyLHMQDVIHBXWNII-UHFFFAOYSA-N
SMILESC(NC1=CC=CC=C1)(=O)C1=CC=C(OC)C(N)=C1
LogP2.08 at 23℃ and pH7
CAS DataBase Reference120-35-4(CAS DataBase Reference)
EPA Substance Registry SystemBenzamide, 3-amino-4-methoxy-N-phenyl- (120-35-4)

Safety Information

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

MSDS Information

ProviderLanguage
ALFA English

3-Amino-4-methoxybenzanilide Usage And Synthesis

UsesSynthesis
Chemical PropertiesGray powder.
3-Amino-4-methoxybenzanilide is used in preparation method of Cyanate resin-based near-zero expansion composite material truss rod.
UsesDyes, pharmaceuticals, and other organic chemicals.
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 materialsSulfuric acid-->Potassium permanganate-->Dichloroethane-->Sodium hydrosulfide-->4-Methoxybenzoic acid-->4-Chlorobenzoic acid
Preparation ProductsPigment Red 32-->Pigment Red 146-->Pigment Red 31-->Pigment Red 176

Declaration: The products displayed on this website are intended exclusively for industrial applications or scientific research. They are not intended for medical, pharmaceutical, or food use. In accordance with applicable laws and regulations, purchasing organizations must hold valid qualifications and approvals.

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