| Identification | More | [Name]
5-Amino-4,6-dichloro-2-methylpyrimidine | [CAS]
39906-04-2 | [Synonyms]
2-METHYL-4,6-DICHLORO-5-AMINOPYRIMIDINE
4,6-DICHLORO-2-METHYLPYRIMIDIN-5-AMINE
5-AMINO-4,6-DICHLORO-2-METHYLPYRIMIDINE
TIMTEC-BB SBB003764
4,6-DICHLORO-2-METHYL-PYRIMIDIN-5-YLAMINE
2-Methyl-4,6-dichloro-5-aminop
2-methyl-4,6-dichloro-5-aminopyrimidine (intermediate of moxonidine hcl)
5-Amino-4,6-Dichloro-2-Methylpytimidine | [EINECS(EC#)]
419-110-9 | [Molecular Formula]
C5H5Cl2N3 | [MDL Number]
MFCD00194053 | [Molecular Weight]
178.02 | [MOL File]
39906-04-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
70-73 °C (lit.) | [Boiling point ]
257.7±35.0 °C(Predicted) | [density ]
1.504±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
-2.55±0.39(Predicted) | [color ]
White to Yellow to Green | [InChI]
InChI=1S/C5H5Cl2N3/c1-2-9-4(6)3(8)5(7)10-2/h8H2,1H3 | [InChIKey]
FKRXXAMAHOGYNT-UHFFFAOYSA-N | [SMILES]
C1(C)=NC(Cl)=C(N)C(Cl)=N1 | [CAS DataBase Reference]
39906-04-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [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:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29335990 |
| Hazard Information | Back Directory | [Uses]
5-Amino-4,6-dichloro-2-methylpyrimidine is a useful research chemical for organic synthesis and other chemical and pharmacological processes. | [Application]
5-Amino-4,6-dichloro-2-methylpyrimidine can be used as an intermediate in medical synthesis, such as the preparation of mosonidine. Mosonidine is a widely used antihypertensive drug. | [Synthesis]
GENERAL METHOD: 10% Pd/C catalyst (0.05 g) was added to a solution of 4,6-dichloro-2-methyl-5-nitropyrimidine (4.48 mmol) in ethyl acetate (EA, 20 mL) in a Parr hydrogenation reactor. Subsequently, the air in the reactor was replaced with nitrogen three times and the hydrogenation reaction was carried out at room temperature and at atmospheric pressure. Upon completion of the reaction, the Pd/C catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated to afford the intermediate 2-methyl-4,6-dichloro-5-aminopyrimidine (11a). The product was a light-colored solid, yield: 84.0%; mass spectrum (ESI) m/z: 177.94 [M + H]+. | [References]
[1] European Journal of Medicinal Chemistry, 2017, vol. 140, p. 212 - 228
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1983, p. 1113 - 1115
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1983, vol. 19, # 10, p. 1398 - 1400
[4] Journal of the Chemical Society, 1954, p. 3832,3833
[5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 17, p. 5721 - 5726 |
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