| Identification | More | [Name]
4,6-Dichloro-2-(methylthio)pyrimidine | [CAS]
6299-25-8 | [Synonyms]
4,6-DICHLORO-2-METHYLMERCAPTOPYRIMIDINE
4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE
4,6-DICHLORO-2-(METHYLTHIO)-
4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE
4,6-DICHLORO-2-THIOMETHYLPYRIMIDINE
4,6-dichloropyrimidine methyl sulphide
2-Methylthio-4,6-dichloropyrimidine
4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE, 9 8%
Dichloro-2-methylmercaptopyrimidine,4,6-
4,6-Dichloro-2-(Methylthio)Pyr
4,6-DICHLORO-2-METHYLTHIOPYRIMIDINE 98%
4,6-Dichloro-2-(methylthio)pyrimidine ,99% | [EINECS(EC#)]
228-577-6 | [Molecular Formula]
C5H4Cl2N2S | [MDL Number]
MFCD00006086 | [Molecular Weight]
195.07 | [MOL File]
6299-25-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
38-42 °C(lit.)
| [Boiling point ]
135-136 °C14 mm Hg(lit.)
| [density ]
1.502 (estimate) | [refractive index ]
1.6300 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Freezer | [solubility ]
Chloroform, Dichloromethane, Ethyl Acetate | [form ]
Powder or Crystals | [pka]
-4.86±0.30(Predicted) | [color ]
White to yellow or orange | [Detection Methods]
GC,NMR | [BRN ]
127664 | [InChI]
1S/C5H4Cl2N2S/c1-10-5-8-3(6)2-4(7)9-5/h2H,1H3 | [InChIKey]
FCMLONIWOAGZJX-UHFFFAOYSA-N | [SMILES]
CSc1nc(Cl)cc(Cl)n1 | [CAS DataBase Reference]
6299-25-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Pyrimidine, 4,6-dichloro-2-(methylthio)-(6299-25-8) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system . | [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) . | [RIDADR ]
UN 3263 8/PG 2
| [WGK Germany ]
3
| [F ]
10-19 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29335990 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Eye Dam. 1
Skin Corr. 1B
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
4,6-Dichloro-2-(methylthio)pyrimidine (cas# 6299-25-8) is a compound useful in organic synthesis. | [General Description]
4,6-Dichloro-2-(methylthio)pyrimidine reacts with (η5-C5H5)Fe(CO)2 to form monometallic and bimetallic complexes. | [Synthesis]
Step b: Synthesis of 4,6-dichloro-2-methylthiopyrimidine (19b); 2-methylthiopyrimidine-4,6-diol (30.0 g, 189 mmol) was slowly added to phosphorochloride (350 mL) under cooling in an ice bath, followed by the slow addition of N,N-diethylaniline (52.5 mL) while maintaining cooling. The reaction mixture was gradually warmed to reflux and maintained at reflux for 2.5 hours. Upon completion of the reaction, the mixture was concentrated and subsequently poured into crushed ice for quenching. The aqueous phase was extracted three times with ethyl acetate, and the organic phases were combined and washed sequentially three times with water and once with brine, after which the organic phase was concentrated. The crude product was purified by silica gel column chromatography using hexane-ethyl acetate as eluent to afford 4,6-dichloro-2-methylthiopyrimidine (36 g, 97% yield). | [References]
[1] Patent: WO2008/95999, 2008, A1. Location in patent: Page/Page column 96
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 29, p. 6547 - 6556
[3] Organic and Biomolecular Chemistry, 2003, vol. 1, # 19, p. 3353 - 3361
[4] ACS Combinatorial Science, 2014, vol. 16, # 4, p. 168 - 175
[5] Journal of Medicinal Chemistry, 1984, vol. 27, # 12, p. 1621 - 1629 |
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