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Name	6-Chloro-3-methyluracil	EINECS	610-113-2
CAS No.	4318-56-3	Density	1.51 g/cm³
PSA	54.86000	LogP	-0.27300
Solubility	N/A	Melting Point	278-280°C (dec.)
Formula	C₅H₅ClN₂O₂	Boiling Point	268.7 °C at 760 mmHg
Molecular Weight	160.56	Flash Point	116.3 °C
Transport Information	UN 1992	Appearance	N/A
Safety	26-36	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Uracil,6-chloro-3-methyl- (7CI,8CI);3-Methyl-6-chlorouracil;6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione;NSC55976;6-Chloro-3-methyl uracil;	Article Data	25

6-Chloro-3-methyluracil Synthetic route

: 1-methyl-2,4,6(1H,3H,5H)-pyrimidinetrione sodium salt

: 4318-56-3
3-methyl-6-chlorouracil

Conditions

Conditions	Yield
With trichlorophosphate In water; acetonitrile at 8 - 80℃; for 2h; Temperature;	85.3%

: 2565-47-1
1-methyl-2,4,6-pyrimidinetrione

: 4318-56-3
3-methyl-6-chlorouracil

Conditions

Conditions	Yield
With water; trichlorophosphate at 80℃; for 4h;	81%
With water; trichlorophosphate at 80℃; for 2h;	80%
With trichlorophosphate at 0 - 80℃;	71.6%

: 882872-13-1
6-hydroxy-3-methylpyrimidine-2,4(1H,3H)-dione

: 4318-56-3
3-methyl-6-chlorouracil

Conditions

Conditions	Yield
With trichlorophosphate In acetonitrile at 120℃; for 0.333333h; Microwave irradiation;	80%

: 141-82-2
malonic acid

: 598-50-5
N-Methylurea

: 4318-56-3
3-methyl-6-chlorouracil

Conditions

Conditions	Yield
Stage #1: malonic acid; N-Methylurea With acetic anhydride; acetic acid Stage #2: With trichlorophosphate

: 616-47-7
1-methyl-1H-imidazole

: 4318-56-3
3-methyl-6-chlorouracil

: 3-methyl-1-(3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-6-yl)imidazolium chloride

Conditions

Conditions	Yield
In chlorobenzene for 7h; Heating;	100%

: 4318-56-3
3-methyl-6-chlorouracil

: 123506-41-2
6-hydrazinyl-3-methylpyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 20 - 80℃;	100%
With hydrazine hydrate In ethanol at 80℃; for 1h;	100%
With hydrazine hydrate In ethanol at 80℃; for 1h; Inert atmosphere;	100%

: 4318-56-3
3-methyl-6-chlorouracil

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 865759-24-6
2-[(6-chloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]-4-fluorobenzonitrile

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20 - 55℃; for 4h; Time; Temperature;	98.9%
Stage #1: 3-methyl-6-chlorouracil; 2-(bromomethyl)-4-fluorobenzonitrile In tetrahydrofuran at 40℃; for 0.25h; Stage #2: With sodium hydrogencarbonate; copper(II) acetylacetonate In tetrahydrofuran at 60℃; for 3h; Temperature; Reagent/catalyst;	98.93%
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 107℃; for 2h; Solvent; Temperature; Reagent/catalyst;	96.6%

: 99-98-9
4-amino-N,N-dimethylaniline

: 4318-56-3
3-methyl-6-chlorouracil

: 83983-31-7
6-(4-Dimethylamino-anilino)-3-methyl-2,4(1H,3H)-pyrimidindion

Conditions

Conditions	Yield
With sodium hydroxide for 0.5h;	98%
Heating;	92%

: 4318-56-3
3-methyl-6-chlorouracil

: 140-75-0
para-fluorobenzylamine

: 6-(4-fluoro-benzylamino)-3-methyl-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
In butan-1-ol for 3h; Substitution; Heating;	97%

: 4318-56-3
3-methyl-6-chlorouracil

: 22115-41-9
2-(bromomethyl)benzonitrile

: 865758-96-9
2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)methyl)benzonitrile

Conditions

Conditions	Yield
Stage #1: 3-methyl-6-chlorouracil With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 23℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: 2-(bromomethyl)benzonitrile In tetrahydrofuran at 65℃; for 2h; Schlenk technique; Inert atmosphere;	96%
With 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine at 60 - 65℃; for 3h; Large scale;	96.42%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 40 - 45℃; Solvent; Temperature;	95.8%

6-Chloro-3-methyluracil Chemical Properties

IUPAC Name: 6-Chloro-3-methyl-1H-pyrimidine-2,4-dione
Following is the structure of 2,4(1H,3H)-Pyrimidinedione,6-chloro-3-methyl- (CAS NO.4318-56-3):

Empirical Formula: C₅H₅ClN₂O₂
Molecular Weight: 160.5584 g/mol
Molar Refractivity: 35.42 cm³
Molar Volume: 106.3 cm³
Density: 1.51 g/cm³
Flash Point: 116.3 °C
Index of Refraction: 1.58
Surface Tension: 54.1 dyne/cm
Melting point: 278-280 °C (dec.)
Enthalpy of Vaporization: 58.85 kJ/mol
Boiling Point: 268.7 °C at 760 mmHg
Vapour Pressure of 2,4(1H,3H)-Pyrimidinedione,6-chloro-3-methyl- (CAS NO.4318-56-3): 0.00101 mmHg at 25 °C
Product Categories of 2,4(1H,3H)-Pyrimidinedione,6-chloro-3-methyl- (CAS NO.4318-56-3): Pyrimidine; Biochemistry; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents
Canonical SMILES: CN1C(=O)C=C(NC1=O)Cl
InChI: InChI=1S/C5H5ClN2O2/c1-8-4(9)2-3(6)7-5(8)10/h2H,1H3,(H,7,10)
InChIKey: SGLXGFAZAARYJY-UHFFFAOYSA-N

6-Chloro-3-methyluracil 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
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: UN 1992
Hazard Note: Irritant

6-Chloro-3-methyluracil Specification

2,4(1H,3H)-Pyrimidinedione,6-chloro-3-methyl- , its cas register number is 4318-56-3. It also can be called 6-Chloro-3-methyluracil ; 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione ; and 3-Methyl-6-chlorouracil .

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