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Home > Encyclopedia > 2,4-Dichloro-6-methoxypyrimidine

2,4-Dichloro-6-methoxypyrimidine

2,4-Dichloro-6-methoxypyrimidine structure

2,4-Dichloro-6-methoxypyrimidine 

structure
  • CAS No:

    43212-41-5

  • Formula:

    C5H4Cl2N2O

  • Chemical Name:

    2,4-Dichloro-6-methoxypyrimidine

  • Synonyms:

    Pyrimidine,2,4-dichloro-6-methoxy-;2,4-Dichloro-6-methoxypyrimidine;2,6-Dichloro-4-methoxypyrimidine

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2,4-Dichloro-6-methoxypyrimidine Basic Attributes

179.01

179.00

DTXSID20396917

2933599090

Characteristics

35

2.4

1.446±0.06 g/cm3(Predicted)

Safety Information

22-36

26

Xn

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2,4-Dichloro-6-methoxypyrimidine Use and Manufacturing

A mixture of 2, 4-dihydroxy-6-methoxypyrimidine (15g, 0.106mol) in phosphorus (III) oxychloride (400ml) was heated under reflux for 4 hours to give a solution. Excess phosphorus (III) oxychloride was removed by evaporation, the residue treated with ice/water and extracted with EtOAc. The combined extracts were washed with water, dried (NaA mixture of 2, 4-dihydroxy-6-methoxypyrimidine (15g, 0.106mol) in phosphorus (III) oxychloride (400ml) was heated under reflux for 4 hours to give solution. Excess phosphorus (IQ) oxychloride was removed by evaporation, the residue treated with ice/water and extracted with EtOAc. The combined extracts were washed with water, dried (NaA mixture of 2, 4-dihydroxy-6-methoxypyrimidine (15g, 0.106mol) in phosphorus (III) oxychloride (400ml) was heated under reflux for 4 hours to give solution. Excess is phosphorus (III) oxychloride was removed by evaporation, the residue treated with ice/water and extracted with EtOAc. The combined extracts were washed with water, dried (NaExample 8b Synthesis of 2-[2-(4-fluoro-2, 3-dihydroindol-1-yl)-2-oxoethyl]-6-(2-methylmorpholin-4-yl)-3H-pyrimidin-4-one Step 1b: Synthesis of 2, 4-dichloro-6-methoxypyrimidine 3.24 g of sodium methoxide dissolved beforehand in 13 ml of methanol are added dropwise to a solution of 11 g of 2, 4, 6-trichloropyrimidine in 140 ml of methanol cooled to 0° C. in an ice bath. The ice bath is removed. The reaction medium is stirred at 0° C. for 45 minutes and then the cooling bath is removed so as to allow the temperature to rise to ambient temperature. The reaction medium is concentrated under reduced pressure. The residue obtained is taken up with 30 ml of water and 100 ml of ethyl acetate. After settling out, the organic phase is dried over magnesium sulfate, filtered, and concentrated under reduced pressure so as to give an oil which is left to crystallize for 24 hours at ambient temperature. The product crystallizes in the form of needles in the middle of an oil. The needles are separated, so as to give 3.94 g of 2, 4-dichloro-6-methoxypyrimidine, the characteristics of which are the following:Mass spectrometry: method AEI: [M]+. m/z=178; base peak: m/z=148

Computed Properties

Molecular Weight:179.00
XLogP3:2.4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:177.9700681
Monoisotopic Mass:177.9700681
Topological Polar Surface Area:35
Heavy Atom Count:10
Complexity:114
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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