| Identification | More | [Name]
3-Amino-4-methoxybenzanilide | [CAS]
120-35-4 | [Synonyms]
3-AMINO-4-METHOXYBENZANILIDE
3-AMINO-4-METHOXY-N'-PHENYL BENZAMIDE
3-AMINO-P-ANISANILIDE
AMAN
AMBA
FAST RED KD BASE
LABOTEST-BB LT01138545
3-amino-4-methoxy-benzanilid
3-amino-4-methoxy-n-phenyl-benzamid
3-Amino-p-anisanilide,prac.,95%
N-(3-amino-4-methoxyphenyl)benzamide
4-Methoxy-3-aminobenzanilide
N-Phenyl-4-methoxy-3-aminobenzamide | [EINECS(EC#)]
204-388-4 | [Molecular Formula]
C14H14N2O2 | [MDL Number]
MFCD00017166 | [Molecular Weight]
242.27 | [MOL File]
120-35-4.mol |
| Chemical Properties | Back Directory | [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) | [form ]
Solid | [pka]
13.44±0.70(Predicted) | [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]
120-35-4(EPA Substance) |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [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, |
| Hazard Information | Back Directory | [Chemical Properties]
Gray powder. | [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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