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Cas Database

Name	4,6-Dihydroxypyrimidine	EINECS	214-772-3
CAS No.	1193-24-4	Density	1.4421 (rough estimate)
PSA	66.24000	LogP	-0.11220
Solubility	2.5 g/L (20 °C)	Melting Point	>300 °C(lit.)
Formula	C₄H₄N₂O₂	Boiling Point	358.5 °C at 760 mmHg
Molecular Weight	112.088	Flash Point	170.6 °C
Transport Information	N/A	Appearance	pale yellow crystals
Safety	26-36-37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	6-hydroxy-1H-pyrimidin-4-one;4,6-Dihydroxypyrimidine(DHP);4 (1H)-Pyrimidinone, 6-hydroxy-;4(3H)-Pyrimidinone, 6-hydroxy-;6-hydroxy-3H-pyrimidin-4-one;4,6-Pyrimidinediol;4,6-Dihydroxy pyrimidine 98%;	Article Data	27

4,6-Dihydroxypyrimidine Synthetic route

: 108-59-8
malonic acid dimethyl ester

: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
With sulfuric acid; sodium methylate; formamide In methanol; water	96%
With hydrogenchloride	76%
With hydrogenchloride; sodium methylate; formamide In methanol; water	75.1%
In water	74.8%

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 108-59-8
malonic acid dimethyl ester

: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
With sodium methylate In methanol at 60 - 70℃; for 8h; Large scale;	90%
Stage #1: formamide; malonic acid dimethyl ester With sodium methylate In methanol at 95℃; for 1h; Stage #2: With hydrogenchloride In water at 35℃; pH=2.8; Temperature; pH-value; Reagent/catalyst; Solvent;	82.5%
With sodium methylate In methanol at 50℃; for 2h; Concentration; Temperature;

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 105-53-3
diethyl malonate

: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
With methanol; sodium methylate for 3h; Reflux;	85%
With sodium ethanolate In ethanol at 65 - 110℃; for 49h;	82%
Stage #1: formamide With sodium In ethanol at 45℃; for 10h; Stage #2: diethyl malonate In ethanol at 65 - 110℃; for 4h;	67.9%

: 3473-63-0
formamidine acetic acid

: 108-59-8
malonic acid dimethyl ester

: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
Stage #1: formamidine acetic acid With sodium methylate In methanol at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: malonic acid dimethyl ester In methanol at 0℃; for 5h; Reflux;	62%

: 141-52-6
sodium ethanolate

: 105-53-3
diethyl malonate

: 463-52-5
formamidine

: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
reagiert analog mit Propionamidin;

: 215934-32-0, 131860-33-8
azoxystrobin

A: C21H15N3O5

B: 2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)acetic acid methyl ester

C: methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate

D: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
In methanol; water at 19℃; Quantum yield; Further Variations:; pH-values; UV-irradiation;
In methanol; water at 19℃; Quantum yield; Irradiation;

: 108-13-4
malonodiamide

: 109-94-4
formic acid ethyl ester

: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
With sodium ethanolate In ethanol Reflux;

: 143-37-3
acetamidine

: 105-53-3
diethyl malonate

: 1193-24-4
4,6-pyrimidinediol

Conditions

Conditions	Yield
With sodium methylate In methanol at 0 - 25℃; for 18h;

4,6-Dihydroxypyrimidine Chemical Properties

IUPAC Name: 4-hydroxy-1H-pyrimidin-6-one
Empirical Formula: C₄H₄N₂O₂
Molecular Weight: 112.0868g/mol
EINECS: 214-772-3
Structure of 4,6-Dihydroxypyrimidine (CAS NO.1193-24-4):

Index of Refraction: 1.648
Molar Refractivity: 26.23 cm³
Molar Volume: 72 cm³Polarizability: 10.4×10^-24cm³
Surface Tension: 65.3 dyne/cm
Density: 1.55 g/cm³
Flash Point: 170.6 °C
Enthalpy of Vaporization: 62.78 kJ/mol
Melting Point: >300 °C(lit.)
Boiling Point: 358.5 °C at 760 mmHg
Vapour Pressure: 1.22E-05 mmHg at 25°C
Water Solubility: 2.5 g/L (20 º C)
Product Categories: PYRIMIDINE;FINE Chemical & INTERMEDIATES;APIs & Intermediate;Nucleotides and Nucleosides;Pyrimidines;Bases & Related Reagents;Nucleotides
Canonical SMILES: C1=C(N=CNC1=O)O
InChI: InChI=1S/C4H4N2O2/c7-3-1-4(8)6-2-5-3/h1-2H,(H2,5,6,7,8)
InChIKey: DUFGYCAXVIUXIP-UHFFFAOYSA-N

4,6-Dihydroxypyrimidine Toxicity Data With Reference

pic-esc 1 g/L

ZAPOAK Zeitschrift fuer Allgemeine Mikrobiologie. Morphologie, Physiologie, Genetik und Oekologie der Mikroorganismen. 12 (1972),583.

4,6-Dihydroxypyrimidine Consensus Reports

Reported in EPA TSCA Inventory.

4,6-Dihydroxypyrimidine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: UW7523000
Hazard Note: Irritant
HS Code 29335995
Mutation data reported. When heated to decomposition it emits toxic vapors of NO_x.

4,6-Dihydroxypyrimidine Specification

4,6-Dihydroxypyrimidine , its cas register number is 1193-24-4. It also can be called 4(3H)-Pyrimidinone, 6-hydroxy- ; 4,6-Dihydroxypyrimidin ; 4,6-Pyrimidinediol ; 6-Hydroxy-4(1H)-pyrimidinone ; NSC 22838 . 4,6-Dihydroxypyrimidine (CAS NO.1193-24-4) is a light yellow powder.

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