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Home > Encyclopedia > 2-Amino-4,6-dichloro-5-methylpyrimidine

2-Amino-4,6-dichloro-5-methylpyrimidine

2-Amino-4,6-dichloro-5-methylpyrimidine structure

2-Amino-4,6-dichloro-5-methylpyrimidine 

structure
  • CAS No:

    7153-13-1

  • Formula:

    C5H5Cl2N3

  • Chemical Name:

    2-Amino-4,6-dichloro-5-methylpyrimidine

  • Synonyms:

    4,6-dichloro-5-methylpyrimidin-2-amine;2-Amino-4,6-dichloro-5-methylpyrimidine;4,6-DICHLORO-5-METHYLPYRIMIDINE-2-AMINE;(4,6-dichloro-5-methyl-pyrimidin-2-yl)amine

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2-Amino-4,6-dichloro-5-methylpyrimidine Basic Attributes

178.02

176.986053

60203

DTXSID70289300

2933599090

Characteristics

51.8

2.1

White to Light yellowish powder

1.5±0.1 g/cm3

354.1°C at 760 mmHg

168.0±30.7 °C

1.615

Safety Information

P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P405, P501

H302

|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Amino-4,6-dichloro-5-methylpyrimidine Use and Manufacturing

Substituted 4, 6-dichloro-2-{[(dimethylamino)methylene]amino}pyrimidines were subjected to deprotextion of the (dimethylamino)methylene protecting group from the amino group in position 2 of the pyrimidine ring. For this reaction, the method described in the literature [Nucleosides, Nucleotides General procedure: Prior to the reaction, the starting 5-substituted 2-amino-4, 6-dihydroxypyrimidine A2–A11 was dried in a vacuum drier at 80 °C and under 0.1 mbar for 1 day, because crystalline water increases the amount of the Vilsmeier–Haack–Arnold reagent required for full conversion. Subsequently, 5-substituted 2-amino-4, 6-dihydroxypyrimidine (10 mmol) was suspended under inert atmosphere in a 2 M solution of the Vilsmeier–Haack–Arnold reagent (80 mmol, 40 mL) in chloroform. The reaction mixture was subsequently heated at reflux for 4 h, during which the starting material was completely dissolved. The reaction mixture was cooled to the room temperature, poured onto ice and rapidly neutralized with a saturated aqueous NaHCOSubstituted 4, 6-dichloro-2-{[(dimethylamino)methylene]amino}pyrimidines were subjected to deprotextion of the (dimethylamino)methylene protecting group from the amino group in position 2 of the pyrimidine ring. For this reaction, the method described in the literature [Nucleosides, Nucleotides General procedure: Prior to the reaction, the starting 5-substituted 2-amino-4, 6-dihydroxypyrimidine A2–A11 was dried in a vacuum drier at 80 °C and under 0.1 mbar for 1 day, because crystalline water increases the amount of the Vilsmeier–Haack–Arnold reagent required for full conversion. Subsequently, 5-substituted 2-amino-4, 6-dihydroxypyrimidine (10 mmol) was suspended under inert atmosphere in a 2 M solution of the Vilsmeier–Haack–Arnold reagent (80 mmol, 40 mL) in chloroform. The reaction mixture was subsequently heated at reflux for 4 h, during which the starting material was completely dissolved. The reaction mixture was cooled to the room temperature, poured onto ice and rapidly neutralized with a saturated aqueous NaHCO

Computed Properties

Molecular Weight:178.02
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:176.9860526
Monoisotopic Mass:176.9860526
Topological Polar Surface Area:51.8
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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