3-Amino-4-methoxybenzanilide CAS #120-35-4
| 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) |
| 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 Information |
| Provider | Language |
|---|---|
| ALFA | English |
| 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)+.  |
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