4,6-Dichloro-2,5-Dimethyl Pyrimidine Chemical Properties

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

crystalline solid

color 

White

InChI

InChI=1S/C6H6Cl2N2/c1-3-5(7)9-4(2)10-6(3)8/h1-2H3

InChIKey

BXVKGWQEEXPBAW-UHFFFAOYSA-N

SMILES

C1(C)=NC(Cl)=C(C)C(Cl)=N1

Safety Information

HS Code 

2933599590

4,6-Dichloro-2,5-Dimethyl Pyrimidine Usage And Synthesis

Synthesis

General procedure for the synthesis of 2,5-dimethyl-4,6-dichloropyrimidine from 6-hydroxy-2,5-dimethyl-4(1H)-pyrimidinone: 3.3 g (23.5 mmol) of 2,5-dimethyl-4,6-dihydroxypyrimidine was mixed with 15 ml of phosphorus trichloride and the reaction was carried out at reflux for 8 hours. After completion of the reaction, the reaction mixture was allowed to cool to room temperature and slowly poured into a mixture of ice and water. The aqueous phase was extracted with ethyl acetate and the organic phase was sequentially washed with saturated sodium bicarbonate solution and dried over magnesium sulfate. Subsequently, the solvent was evaporated to dryness under reduced pressure (2 kPa) to give 3.39 g of the target product (81% yield). Thin layer chromatography (TLC) analysis showed an Rf value of 0.9 (silica gel, eluent: 100% ethyl acetate).1H-NMR (CDCl3) data: δ 2.46 (s, 3H, Cl-CH=C-); 2.68 (s, 3H, N=C-CH3). Mass spectrometry (MS) analysis showed molecular ion peaks of 177/179 (MH+).

References

[1] Patent: US2006/52398, 2006, A1. Location in patent: Page/Page column 75
[2] Patent: WO2005/95357, 2005, A2. Location in patent: Page/Page column 173
[3] Patent: US4617393, 1986, A
[4] Patent: WO2011/150156, 2011, A2. Location in patent: Page/Page column 124
[5] Patent: US2008/58348, 2008, A1. Location in patent: Page/Page column 14

4,6-Dichloro-2,5-Dimethyl Pyrimidine(1780-33-2)Related Product Information

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• 5-ALLYL-4,6-DICHLORO-2-METHYLPYRIMIDINE
• 4,6-DICHLORO-5-[4-(HEXYLOXY)PHENYL]-2-(4-PENTYLPHENYL)PYRIMIDINE
• 2-tert-butyl-4,6-dichloro-5-methylpyrimidine
• 4,6-Dichloro-2,5-Dimethyl Pyrimidine