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4,6-Dimethyl-2-hydroxypyrimidine

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4,6-Dimethyl-2-hydroxypyrimidine Basic information

Product Name:
4,6-Dimethyl-2-hydroxypyrimidine
Synonyms:
  • 2(1H)-Pyrimidinone, 4,6-dimethyl-
  • 4,6-dimethyl-2(1h)-pyrimidinon
  • 4,6-Dimethyl-2(3H)-pyrimidinone
  • 4,6-Dimethyl-2-pyrimidone
  • 2-HYDROXY-4,6-DIMETHYLPYRIMIDINE
  • 4,6-DIMETHYL-2-HYDROXYPYRIMIDINE
  • 4,6-DIMETHYLPYRIMIDIN-2-OL
  • 4,6-DIMETHYL-2-PYRIMIDINOL
CAS:
108-79-2
MF:
C6H8N2O
MW:
124.14
EINECS:
203-617-5
Product Categories:
  • PYRIMIDINE
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Heterocycle-Pyrimidine series
  • alcohol
Mol File:
108-79-2.mol
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4,6-Dimethyl-2-hydroxypyrimidine Chemical Properties

Melting point:
201-205 °C
Boiling point:
230.92°C (rough estimate)
Density 
1.1683 (rough estimate)
refractive index 
1.5378 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
10.34±0.10(Predicted)
form 
Solid
color 
Off-White to Pale Yellow
CAS DataBase Reference
108-79-2(CAS DataBase Reference)
NIST Chemistry Reference
4,6-Dimethyl-2-pyrimidinol(108-79-2)
EPA Substance Registry System
2(1H)-Pyrimidinone, 4,6-dimethyl- (108-79-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-45-37-28
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29335990

MSDS

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4,6-Dimethyl-2-hydroxypyrimidine Usage And Synthesis

Chemical Properties

Off-white, light yellow to pink crystalline powder

Uses

4,6-Dimethyl-2-hydroxypyrimidine is a component of Nicarbazine (N394530), a coccidiostat, which is an antiprotozoal agent that acts upon Coccidia parasites.

Synthesis

57-13-6

123-54-6

108-79-2

IM06: Synthesis of 4,6-dimethylpyrimidin-2-one Step 1: Urea (20.0 g, 333.3 mmol) and acetylacetone (33.3 g, 333.3 mmol) were dissolved in ethanol (166 mL), followed by the slow addition of concentrated aqueous hydrochloric acid solution (45 mL). The reaction mixture was stirred at 80 °C for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature, the precipitate was collected by filtration and washed with cold ethanol to afford 4,6-dimethylpyrimidin-2-ol as a colorless solid (40 g, 97% yield). The product was characterized by 1H NMR (DMSO-d6, 400 MHz): δ 7.35 (1H, s), 2.43 (6H, s).

Purification Methods

Crystallise the pyrimidine from absolute EtOH (charcoal). [Beilstein 24/2 V 138.]

References

[1] Patent: US2013/5743, 2013, A1. Location in patent: Page/Page column 12
[2] Patent: WO2013/4617, 2013, A1. Location in patent: Page/Page column 30
[3] European Journal of Inorganic Chemistry, 2018, vol. 2018, # 23, p. 2695 - 2701

4,6-Dimethyl-2-hydroxypyrimidine Preparation Products And Raw materials

Preparation Products

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