| Identification | Back Directory | [Name]
4-Amino-6-chloro-2-methylpyrimidine | [CAS]
1749-68-4 | [Synonyms]
ASISCHEM D48874
6-CHLORO-2-METHYL-4-PYRIMIDINAMINE
6-Chloro-2-methylpyrimidin-4-amine
4-PYRIMIDINAMINE,6-CHLORO-2-METHYL-
2-Methyl-6-chloropyrimidine-4-amine
2-methyl-4-amino-6-chloropyrimidine
6-chloro-2-Methyl-4-aMinopyriMidine
4-AMINO-6-CHLORO-2-METHYLPYRIMIDINE
4-AMINO-6-CHLORO-2-METHYLPYRIMIDINE, 95+%
4-Pyrimidinamine, 6-chloro-2-methyl- (9CI)
4-Amino-6-chloro-2-methylpyrimidine, >=97% | [Molecular Formula]
C5H6ClN3 | [MDL Number]
MFCD07782029 | [MOL File]
1749-68-4.mol | [Molecular Weight]
143.57 |
| Chemical Properties | Back Directory | [Melting point ]
189 °C | [Boiling point ]
269.2±20.0 °C(Predicted) | [density ]
1.349±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
solid | [pka]
3.57±0.10(Predicted) | [color ]
White | [InChI]
InChI=1S/C5H6ClN3/c1-3-8-4(6)2-5(7)9-3/h2H,1H3,(H2,7,8,9) | [InChIKey]
SSAYHQQUDKQNAC-UHFFFAOYSA-N | [SMILES]
C1(C)=NC(Cl)=CC(N)=N1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-methyl-4-amino-6-chloropyrimidine from 4,6-dichloro-2-methylpyrimidine: 4,6-dichloro-2-methylpyrimidine (50 g, 0.31 mol) and a methanol solution of ammonia (0.5 L) were added to a 1 L triple-necked flask, and the reaction was stirred for 5 h at 50 °C. After completion of the reaction, the reaction mixture was cooled to 0 °C. Subsequently, filtration was carried out at room temperature and the filter cake was washed with petroleum ether (100 ml). Finally, the product was dried under reduced pressure to afford 2-methyl-4-amino-6-chloropyrimidine (40.9 g, yield: 92%) as a white solid. | [References]
[1] Patent: CN106478519, 2017, A. Location in patent: Paragraph 0024-0027; 0033-0035; 0041-0044; 0053-0056
[2] Journal of Organic Chemistry, 2016, vol. 81, # 9, p. 3780 - 3789
[3] Tetrahedron Letters, 2009, vol. 50, # 41, p. 5729 - 5732
[4] Patent: US2015/133474, 2015, A1. Location in patent: Paragraph 0023-0024
[5] Patent: WO2015/73281, 2015, A1. Location in patent: Page/Page column 6 |
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