| Identification | Back Directory | [Name]
4-Pyrimidinamine, 2-methyl- (9CI) | [CAS]
74-69-1 | [Synonyms]
184573
PKR-00635
2-methylpyrimidin-4-amine
2-Methyl-4-pyrimidinamine
4-PyriMidinaMine,2-Methyl
4-Amino-2-methylpyrimidine
2-Methylpyrimidin-4-amine 98%
4-Pyrimidinamine, 2-methyl- (9CI)
2-Methyl-4-Pyrimidinamine(WX606010)
2-methyl-1,4-dihydropyrimidin-4-imine
4-Pyrimidinamine, 2-methyl- (9CI) ISO 9001：2015 REACH | [EINECS(EC#)]
205-525-8 | [Molecular Formula]
C5H7N3 | [MDL Number]
MFCD00626295 | [MOL File]
74-69-1.mol | [Molecular Weight]
109.13 |
| Chemical Properties | Back Directory | [Melting point ]
204-205℃ | [Boiling point ]
222℃ | [density ]
1.155 | [Fp ]
111℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
5.99±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C5H7N3/c1-4-7-3-2-5(6)8-4/h2-3H,1H3,(H2,6,7,8) | [InChIKey]
GKVDLTTVBNOGNJ-UHFFFAOYSA-N | [SMILES]
C1(C)=NC=CC(N)=N1 |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Tetrahedron Letters, 7, p. 4325, 1966 DOI: 10.1016/0005-2760(66)90119-6 | [Synthesis]
The general procedure for the synthesis of 2-methyl-4-aminopyrimidine from trimethyl orthoacetate and 3-methoxyacrylonitrile was as follows: in a 10 mL stainless steel pressure-resistant reactor, 1.0 g (12 mmol) of 3-methoxyacrylonitrile, 3.9 g (32 mmol) of trimethyl orthoacetate, and 4.0 g (56 mmol) of 24 wt% ammonia-methanol solution were added in sequence. The reaction mixture was stirred at 130°C for 8 hours. After completion of the reaction, 20 mL of hexane was added to the reaction mixture, stirred thoroughly and filtered to afford 0.94 g (isolated yield: 72%) of the target product 2-methyl-4-aminopyrimidine as yellow crystals. 2-methyl-4-aminopyrimidine was characterized physically as follows: 1H-NMR (DMSO-d6, δ/ppm): 2.29 (3H, s), 6.22 (1H, dd, J = 5.9), 4.0 g (56 mmol) of 24 wt% ammonia-methanol solution. dd, J = 5.9, 0.5 Hz), 6.69 (2H, brs), 7.94 (1H, d, J = 5.9 Hz); CI-MS (m/e): 109 (M + 1). | [References]
[1] Patent: US2008/45712, 2008, A1. Location in patent: Page/Page column 3-4 |
|
|