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| | 3-Amino-4-methoxybenzanilide Basic information |
| | 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 | | InChI | InChI=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) | | InChIKey | LHMQDVIHBXWNII-UHFFFAOYSA-N | | SMILES | C(NC1=CC=CC=C1)(=O)C1=CC=C(OC)C(N)=C1 | | 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) |
| Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | RTECS | CV7400000 | | TSCA | TSCA listed | | 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, |
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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)+.
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| | 3-Amino-4-methoxybenzanilide Preparation Products And Raw materials |
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