Methyl 2,4-dichloropyrimidine-6-carboxylate Chemical Properties

Melting point:

54-56

Boiling point:

306 ºC

Density 

1.503

Flash point:

139 ºC

storage temp. 

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

form 

White to off white to faint cream flakes

pka

-5.83±0.30(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C6H4Cl2N2O2/c1-12-5(11)3-2-4(7)10-6(8)9-3/h2H,1H3

InChIKey

DQNQNLWKAGZNIT-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(Cl)=CC(C(OC)=O)=N1

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933599590

Methyl 2,4-dichloropyrimidine-6-carboxylate Usage And Synthesis

Synthesis

To a stirred suspension of orotic acid (20.00 g, 128.140 mmol) in POCI3(75 ml) was added DMF (catalytic amount, -0.5 ml) at ambient temperature, and the resulting reaction mixture was refluxed for 3 h. Excess of POC was removed by vacuum distillation after 3h of reflux. The obtained slurry was poured slowly into a 5 per cent mixture of methanol in chloroform (200 ml) at 0°C and stirred for 30 min. The organic layer obtained was washed with a saturated solution of NaHCC>3 (3 x 200 ml). The combined organic phase was dried over Na2S04, filtered and concentrated under reduced pressure, yielding Methyl 2,4-dichloropyrimidine-6-carboxylate (19.00 g, 91 .800 mmol).

References

[1] Patent: WO2018/167276, 2018, A1. Location in patent: Paragraph 00131; 00132; 00133

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