2-Amino-6-methyl-4-pyrimidinol Chemical Properties

Melting point:

>300 °C (lit.)

Boiling point:

232.57°C (rough estimate)

Density 

1.2602 (rough estimate)

refractive index 

1.6190 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Aqueous Base (Sparingly), DMSO (Slightly)

form 

Powder

pka

10.03±0.50(Predicted)

color 

White to cream

BRN 

3531

InChI

InChI=1S/C5H7N3O/c1-3-2-4(9)8-5(6)7-3/h2H,1H3,(H3,6,7,8,9)

InChIKey

KWXIPEYKZKIAKR-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

3977-29-5(CAS DataBase Reference)

NIST Chemistry Reference

Pyrimidine, 2-amino-4-hydroxy-6-methyl- (keto form)(3977-29-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36/37/39-26-22

WGK Germany 

3

RTECS 

UW7362250

HazardClass 

IRRITANT

HS Code 

29335990

MSDS

• Language:English Provider:2-Amino-6-methyl-4-pyrimidinol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Amino-6-methyl-4-pyrimidinol Usage And Synthesis

Application

2-Amino-4-hydroxy-6-methylpyrimidine is a pyrimidine derivative that can be used as a pharmaceutical intermediate.

Chemical Properties

white powder

Definition

ChEBI: An aminopyrimidine compound having its amino group at position 2 and hydroxy and methyl substituents at positions 4 and 6 respectively.

Synthesis

The general procedure for the synthesis of 2-amino-4-hydroxy-6-methylpyrimidines from ethyl acetoacetate and the compound (CAS: 113-00-8) was carried out as follows: referring to the literature method [26] with slight modifications. Guanidine (2.02 g, 33.84 mM) was dissolved in acetone/ethanol solvent mixture (1:2, v/v) and an acetone/ethanol solution of ethyl acetoacetate (4.40 g, 33.86 mM) was added slowly and dropwise. The reaction mixture was stirred at room temperature for 10 hours. After completion of the reaction, the solid product was isolated by filtration and recrystallized from acetic acid to obtain colorless crystals. Yield: 1.36 g (52%). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3, ppm): δ 11.09 (s, 1H, OH), 5.92 (s, 2H, NH2), 5.14 (s, 1H, Ar-H), 2.14 (s, 3H, Ar-CH3).13C NMR (100 MHz, CDCl3, ppm) data: δ 162.3, 161.1, 155.3, 102.5, 23.9. ESI-MS analysis: calculated value C5H7N3O [M+] is 125.06; measured value is 126.07 [M++1].

References

[1] Polyhedron, 2017, vol. 129, p. 141 - 148

2-Amino-6-methyl-4-pyrimidinol(3977-29-5)Related Product Information

• 6-AMINO-2-METHYL-4-PYRIMIDINOL DIHYDRATE
• 2-AMINO-5-BROMO-4-HYDROXY-6-METHYLPYRIMIDINE
• 2-Amino-4-methoxy-6-methylpyrimidine
• Pirimiphos ethyl
• ETHIRIMOL
• 2-AMINO-4-HYDROXY-6-(TRIFLUOROMETHYL)PYRIMIDINE
• 2-Amino-6-methyl-4-pyrimidinol
• Pirimiphos-methyl
• BUPIRIMATE
• Pirimicarb
• 2-AMINO-5,6-DIMETHYL-4-HYDROXYPYRIMIDINE
• 2-AMINO-6-HYDROXY-PYRIMIDINE-4-CARBOXYLIC ACID
• 4-Amino-5-methyl-2-pyrimidinol
• 4-amino-2-methyl-6-pyrimidinol hydrate,6-AMINO-2-METHYL-4-PYRIMIDINOL
• 4-Methylpyrimidine
• 4-Hydroxy-6-methylpyrimidine
• 4-Hydroxypyrimidine
• 4-HYDROXY-6-METHYLPYRIMIDINE