| Identification | More | [Name]
2-Amino-4-methylbenzamide | [CAS]
39549-79-6 | [Synonyms]
2-AMINO-4-METHYLBENZAMIDE
Benzamide, 2-amino-4-methyl-(9CI) | [Molecular Formula]
C8H10N2O | [MDL Number]
MFCD00221474 | [Molecular Weight]
150.18 | [MOL File]
39549-79-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
147 °C | [Boiling point ]
282.8±28.0 °C(Predicted) | [density ]
1.185±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
15.98±0.50(Predicted) | [Appearance]
Light yellow to yellow Solid | [Detection Methods]
HPLC,NMR,MS | [CAS DataBase Reference]
39549-79-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [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 .
S36/37:Wear suitable protective clothing and gloves .
S36:Wear suitable protective clothing . | [HS Code ]
29242100 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2-amino-4-methylbenzamide using 2-amino-4-methylbenzonitrile as starting material was as follows: to a suspension of 2-amino-4-methylbenzonitrile (800 mg, 6.1 mmol) in water (1 mL), concentrated sulfuric acid (3 mL) was slowly added. The mixed solution was placed in an oil bath preheated to 120 °C and the reaction was stirred for 20 min. Immediately after completion of the reaction, the reaction mixture was cooled in an ice bath. Subsequently, the reaction solution was adjusted to alkaline by dropwise addition of 5% sodium hydroxide solution and the precipitated solid was collected by vacuum filtration. Finally, 484.4 mg of 2-amino-4-methylbenzamide was obtained in 53% yield as a light brown solid. The product was characterized by 1H NMR (DMSO-d6): δ 7.63 (br s, 1H), 7.42 (d, 1H), 6.95 (br s, 1H), 6.55 (br s, 2H), 6.45-6.48 (m, 1H), 6.29 (ddd, 1H), 2.16 (s, 3H). The mass spectrum (ES) showed a m/z of 134 (M-16). | [References]
[1] Journal of the American Chemical Society, 2008, vol. 130, # 47, p. 15786 - 15787
[2] Journal of Organic Chemistry, 2006, vol. 71, # 1, p. 382 - 385
[3] Patent: WO2006/74223, 2006, A2. Location in patent: Page/Page column 51
[4] Patent: WO2013/100632, 2013, A1. Location in patent: Page/Page column 49; 50
[5] Patent: US2014/371219, 2014, A1. Location in patent: Paragraph 0342; 0343 |
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