2,4-DIMETHYL-6-HYDROXYPYRIMIDINE Chemical Properties

Melting point:

198.5-200 °C (lit.)

Boiling point:

230.92°C (rough estimate)

Density 

1.1683 (rough estimate)

refractive index 

1.5378 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

form 

Crystalline Needles

pka

9.87±0.50(Predicted)

color 

White

BRN 

114324

InChI

InChI=1S/C6H8N2O/c1-4-3-6(9)8-5(2)7-4/h3H,1-2H3,(H,7,8,9)

InChIKey

UQFHLJKWYIJISA-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

6622-92-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29335995

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4-DIMETHYL-6-HYDROXYPYRIMIDINE Usage And Synthesis

Chemical Properties

white crystalline needles

Synthesis

General procedure for the synthesis of 2,4-dimethyl-6-hydroxypyrimidines from acetamidine hydrochloride and ethyl acetoacetate: to a solution of sodium ethanolate (10.5 g, 154 mmol) in ethanol (200 mL) was added ethyl 3-oxobutanoate (10.0 g, 77 mmol) and acetamidine hydrochloride (7.23 g, 77 mmol) sequentially. The reaction mixture was heated to reflux for 20 hours. After completion of the reaction, water (10 mL) was added to the mixture. The reaction mixture was concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography (silica gel as stationary phase, dichloromethane/methanol=15:1 as mobile phase) to afford 2,6-dimethylpyrimidin-4-ol as a yellow solid (3.43 g, 36% yield).LRMS (M+H+) m/z: Calculated value 124.06; measured value 124.

References

[1] Patent: WO2013/75083, 2013, A1. Location in patent: Paragraph 00374; 00375
[2] Synthesis (Germany), 2016, vol. 48, # 23, p. 4246 - 4252
[3] Patent: US2012/95031, 2012, A1. Location in patent: Page/Page column 159-160

2,4-DIMETHYL-6-HYDROXYPYRIMIDINE(6622-92-0)Related Product Information

• N-NONANE
• 6-(Chloromethyl)-2-phenylpyrimidin-4-ol
• 2,4-DIMETHYL-6-HYDROXYPYRIMIDINE
• Diazinon
• 4,6-Dimethyl-2-hydroxypyrimidine
• 5-Pyrimidinol, 4,6-dimethyl- (6CI,9CI)
• 4,6-DIMETHYL-2-HYDROXYPYRIMIDINE HYDROCHLORIDE 97+%,4,6-DIMETHYL-2-HYDROXYPYRIMIDINE HYDROCHLORIDE
• 4,5-Dimethyl-2-pyrimidinol
• 2-AMINO-5,6-DIMETHYL-4-HYDROXYPYRIMIDINE
• 2-(TERT-BUTYL)-6-(CHLOROMETHYL)PYRIMIDIN-4-OL
• 2-(4-PYRIDYL)-4-HYDROXY-6-MENTHYL PYRIMIDINE
• 5-CHLORO-6-METHYL-2-(2-PYRIDYL)PYRIMIDIN-4-OL
• 4-HYDROXY-6-METHOXYMETHYL-2-METHYLPYRIMIDINE
• 2-methylamino-5,6-dimethyl-4-hydroxypyrimidine
• 2-Ethylamino-4,5-dimethyl-6-hydroxypyrimidine
• BUTTPARK 12\02-33
• BUTTPARK 74\02-43
• O,O-DIETHYL O-(6-METHYL-2-PHENYL-5-[3-(TRIFLUOROMETHYL)PHENOXY]PYRIMIDIN-4-YL) PHOSPHOTHIOATE