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| | 4,6-Dichloro-2-(methylthio)pyrimidine Basic information |
| Product Name: | 4,6-Dichloro-2-(methylthio)pyrimidine | | Synonyms: | 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-Methythiopyrimidine;Pyrimidine, 4,6-dichloro-2-(methylthio)- | | CAS: | 6299-25-8 | | MF: | C5H4Cl2N2S | | MW: | 195.07 | | EINECS: | 228-577-6 | | Product Categories: | Bases & Related Reagents;Nucleotides;Sulfur & Selenium Compounds;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;Pyrimidine;Nucleotides and Nucleosides;Halides;Pyrazines, Pyrimidines & Pyridazines;Heterocycle-Pyrimidine series | | Mol File: | 6299-25-8.mol |  |
| | 4,6-Dichloro-2-(methylthio)pyrimidine Chemical Properties |
| 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. | Inert atmosphere,2-8°C | | solubility | Chloroform, Dichloromethane, Ethyl Acetate | | pka | -4.86±0.30(Predicted) | | form | Powder or Crystals | | color | White to yellow or orange | | 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) |
| Hazard Codes | C | | Risk Statements | 34-36/37 | | Safety Statements | 26-36/37/39-45 | | 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 |
| | 4,6-Dichloro-2-(methylthio)pyrimidine Usage And Synthesis |
| 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 |
| | 4,6-Dichloro-2-(methylthio)pyrimidine Preparation Products And Raw materials |
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