| Identification | More | [Name]
2,4-Dichloro-5-methylpyrimidine | [CAS]
1780-31-0 | [Synonyms]
2,4-DICHLORO-5-METHYLPYRIMIDINE
2,4-dichloro-5-methyl-pyrimidin
2,4-Dichloro-5-methylpyrimidine **Toxic, Stench**
Toxic,stench
PYRIMIDINE,2,4-DICHLORO-5-METHYL
2,4-Dichloro-5-
5-Methyl-2,4-dichloropyrimidine
NSC 37532
2,4-Dichloro-5-methylpyrimidine ,98% | [EINECS(EC#)]
217-227-8 | [Molecular Formula]
C5H4Cl2N2 | [MDL Number]
MFCD00023197 | [Molecular Weight]
163 | [MOL File]
1780-31-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White to Off White Low Melting Solid | [Melting point ]
26-28 °C (lit.) | [Boiling point ]
108-109 °C/11 mmHg (lit.) | [density ]
1.39 g/mL at 25 °C(lit.)
| [refractive index ]
1.6300 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
−20°C | [solubility ]
Soluble in chloroform, ether, ethyl acetate and toluene | [form ]
powder to lump to clear liquid | [pka]
-2.44±0.29(Predicted) | [color ]
White or Colorless to Almost white or Almost colorless | [Sensitive ]
Lachrymatory | [Detection Methods]
HPLC,NMR | [InChI]
InChI=1S/C5H4Cl2N2/c1-3-2-8-5(7)9-4(3)6/h2H,1H3 | [InChIKey]
DQXNTSXKIUZJJS-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C(C)C(Cl)=N1 | [CAS DataBase Reference]
1780-31-0(CAS DataBase Reference) | [EPA Substance Registry System]
1780-31-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [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 .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29335900 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off White Low Melting Solid | [Uses]
2,4-Dichloro-5-methylpyrimidine, is used in the synthesis of (2-chloro-6-methyl-pyrimidin-4-yl)-(2,3-dihydro-benzothiazol-6-yl)-amine. It can react with piperidineto produce 2-chloro-5-methyl-4-piperidin-1-yl-pyrimidine. This reaction will need solvent dioxane. | [Synthesis]
General procedure for the synthesis of 2,4-dichloro-5-methylpyrimidine from 5-methyluracil: 5-methyluracil (1 g, 7.93 mmol) was added to phosphorochloridic acid (7 eq., 5 ml), and the mixture was heated and refluxed for 3 hours. After completion of the reaction, the mixture was slowly poured into ice water to quench the reaction. The organic layer was extracted with chloroform (3 x 20 ml), the organic phases were combined and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 2,4-dichloro-5-methylpyrimidine as yellow crystals (0.62 g, 48% yield). The structure of the product was confirmed by nuclear magnetic resonance hydrogen (1H NMR, 400 MHz, CDCl3) and carbon (13C NMR, 100 MHz, CDCl3) spectra: 1H NMR δ 8.35 (s, 1H), 2.39 (s, 3H); 13C NMR δ 162.5, 160.0, 158.2, 129.1, 15.8. The data obtained were in agreement with those of literature reports (Wang et al., Molecules, 2012, 17(4), 4533-4544). | [References]
[1] Journal of Fluorine Chemistry, 1996, vol. 77, # 1, p. 93 - 95
[2] Patent: WO2018/151681, 2018, A1. Location in patent: Paragraph 0099
[3] Synthetic Communications, 1992, vol. 22, # 20, p. 2927 - 2934
[4] Tetrahedron Letters, 1997, vol. 38, # 7, p. 1111 - 1114
[5] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 18, p. 2961 - 2966 |
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