| Identification | More | [Name]
4-Amino-N-methylbenzamide | [CAS]
6274-22-2 | [Synonyms]
Benzamide, 4-amino-N-methyl-(9CI)
4-AMINO-N-METHYLBENZAMIDE,98.0+%(GC)(T)
4-Aminobenzoylmethylamide | [EINECS(EC#)]
677-113-2 | [Molecular Formula]
C8H10N2O | [MDL Number]
MFCD00665792 | [Molecular Weight]
150.18 | [MOL File]
6274-22-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
181 °C | [Boiling point ]
364.1±25.0 °C(Predicted) | [density ]
1.137 | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
15.84±0.46(Predicted) | [color ]
White to Light yellow to Light orange | [CAS DataBase Reference]
6274-22-2(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Synthesis]
Ammonium chloride (29.6 g, 55.4 mmol) in water (200 mL) and methanol (200 mL) was added to a solution of N-methyl-4-nitro-benzamide (10 g, 55.4 mmol) in THF (160 mL). Zinc powder (29 g, 44.4 mmol) was added portion wise and the mixture stirred for 15 minutes. The reaction mixture was filtered over celite, the filtrate was then concentrated and extracted with ethyl acetate. The organics were washed with brine solution, dried over Na2SO4 and concentrated to afford 7.2 g (86percent) of 4-Amino-N-methylbenzamide. 1H NMR: (DMSO-d6): δ 7.9 (s, 1H), 7.6 (d, 2H), 6.5 (d, 2H), 5.6 (s, 2H), 2.7 (s, 3H). | [References]
[1] Patent: US2009/239848, 2009, A1. Location in patent: Page/Page column 24
[2] Patent: WO2010/133672, 2010, A1. Location in patent: Page/Page column 30
[3] Journal of Chemical Research, 2006, # 4, p. 223 - 224
[4] Journal of Medicinal Chemistry, 1984, vol. 27, # 6, p. 779 - 782
[5] Journal of the American Chemical Society, 1938, vol. 60, p. 1081 |
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