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ChemicalBook Optimization Suppliers |
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Alfa Aesar |
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| Rフレーズ | 36/37/38 | | Sフレーズ | 26-36/37/39 | | RTECS 番号 | CV7400000 | | TSCA | Yes | | 国連危険物分類 | IRRITANT | | HSコード | 2924297099 | | 毒性 | mouse,LD50,intravenous,320mg/kg (320mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01183, |
| Provider | Language |
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ALFA
| English |
| | 3-アミノ-4-メトキシベンズアニリド Usage And Synthesis |
| 外観 | 白色～うすい褐色, 粉末 | | 溶解性 | N,N-ジメチルホルムアミドに溶け、水及びアセトンにほとんど溶けない。 | | 用途 | 有機合成原料。 | | 化学的特性 | Gray powder. | | 使用 | 3-Amino-4-methoxybenzanilide is used in preparation method of Cyanate resin-based near-zero expansion composite material truss rod. | | 使用 | Dyes, pharmaceuticals, and other organic chemicals. | | 合成 | 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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