ChemicalBook Product Catalog Pharmaceutical intermediates Heterocyclic compound Pyrimidines Dihydroxypyrimidine 4,6-Dimethyl-2-hydroxypyrimidine

4,6-Dimethyl-2-hydroxypyrimidine

Product Name4,6-Dimethyl-2-hydroxypyrimidine
CAS108-79-2
MFC6H8N2O
MW124.14
EINECS203-617-5
MOL File108-79-2.mol

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)

Safety Information

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

MSDS

Provider	Language
2-Hydroxy-4,6-dimethylpyrimidine	English
ACROS	English
ALFA	English

Usage And Synthesis

Description

4,6-Dimethyl-2-hydroxypyrimidine (4,6-DHP) is a synthetic pyrimidine analogue classified as a functional nutritional compound[6]. The hydrochloride salt serves as a precursor for synthesizing 4,6-dimethyl-2-chloropyrimidine via reaction with phosphorus oxychloride[4]. It acts as a ligand in coordination chemistry, reacting with copper(II) perchlorate in aqueous ammonia to form [(NH3)2Cu(dmpymo)](ClO4)·2H2O, and with palladium complexes to yield [(dach)Pd(2-dmpymo)]4(NO3)4[5][7].

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] Vlád, G., Horváth, I. T. (2002). Improved Synthesis of 2,2‘-Bipyrimidine. The Journal of Organic Chemistry, 67(18), 6550–6552. https://doi.org/10.1021/jo0255781
[5] Tabares, L. C., Navarro, J. A., Salas, J. M., Willermann, M. (2001). One-dimensional compounds containing copper(II) ions symmetrically bridged by 2-oxo-pyrimidinate. Crystal structure and magnetic behaviour. Inorganica Chimica Acta, 318(1-2), 166–170. https://doi.org/10.1016/s0020-1693(01)00409-1
[6] Kumar, A., Kumar, S., Kumar, S. (2026). Pyrimidine analogues present a plausible regulatory framework for reproduction in the freshwater catfish Heteropneustes fossilis. Discover Animals, 3(1). https://doi.org/10.1007/s44338-026-00217-8
[7] Barea, E., Navarro, J. A. R., Salas, J. M., Quirós, M., Willermann, M., Lippert, B. (2003). Chiral Pyrimidine Metallacalixarenes: Synthesis, Structure and Host–Guest Chemistry. Chemistry – A European Journal, 9(18), 4414–4421. https://doi.org/10.1002/chem.200305183

4,6-Dimethyl-2-hydroxypyrimidine

Chemical Properties

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MSDS

Usage And Synthesis

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