Product Name

  • Name

    6-Chlorouracil

  • EINECS 224-258-0
  • CAS No. 4270-27-3
  • Article Data34
  • CAS DataBase
  • Density 1.61 g/cm3
  • Solubility 4.885g/L(25 oC)
  • Melting Point 290-295 °C
  • Formula C4H3ClN2O2
  • Boiling Point 300 °C
  • Molecular Weight 146.533
  • Flash Point 182°C
  • Transport Information
  • Appearance White powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 4270-27-3 (6-Chlorouracil)
  • Hazard Symbols IrritantXi
  • Synonyms 6-chloro-1H-pyrimidine-2,4-dione;4-Chlorouracil;
  • PSA 65.72000
  • LogP -0.28340

Synthetic route

2,4,6-trichloropyrimidine
3764-01-0

2,4,6-trichloropyrimidine

6-chlorouracil
4270-27-3

6-chlorouracil

Conditions
ConditionsYield
With sodium hydroxide In water for 3.5h; Reflux;98%
With sodium hydroxide In water for 2h; Reflux;98%
Stage #1: 2,4,6-trichloropyrimidine With sodium hydroxide In water for 1h; Reflux;
Stage #2: With hydrogenchloride In water pH=2 - 3;
97%
6-chloro-2,4-dihydroxypyrimidine
4270-27-3

6-chloro-2,4-dihydroxypyrimidine

6-chlorouracil
4270-27-3

6-chlorouracil

Conditions
ConditionsYield
With sodium hydroxide Reflux; Schlenk technique; Inert atmosphere;92%
6-chloro-2,4-dimethoxypyrimidine
6320-15-6

6-chloro-2,4-dimethoxypyrimidine

6-chlorouracil
4270-27-3

6-chlorouracil

Conditions
ConditionsYield
43%
With hydrogen bromide
With hydrogenchloride
6-hydroxyuracil
67-52-7

6-hydroxyuracil

6-chlorouracil
4270-27-3

6-chlorouracil

Conditions
ConditionsYield
With trichlorophosphate In acetonitrile at 120℃; for 0.166667h; Microwave irradiation;
6-chlorouracil
4270-27-3

6-chlorouracil

diaminodecane
646-25-3

diaminodecane

C18H28N6O4
87624-99-5

C18H28N6O4

Conditions
ConditionsYield
In butan-1-ol for 8h; Heating;100%
6-chlorouracil
4270-27-3

6-chlorouracil

3-chloro-aniline
108-42-9

3-chloro-aniline

6-(3-chlorophenylamino)pyrimidine-2,4(1H,3H)-dione
7269-03-6

6-(3-chlorophenylamino)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
at 170℃; for 0.333333h;99%
for 2h; Reflux;95%
In melt at 180 - 200℃;
6-chlorouracil
4270-27-3

6-chlorouracil

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

1-methoxymethyl-6-chlorouracil
228396-40-5

1-methoxymethyl-6-chlorouracil

Conditions
ConditionsYield
With lithium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;98.8%
Stage #1: 6-chlorouracil With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 0.166667h;
Stage #2: chloromethyl methyl ether at 0℃; for 0.333333h;
90%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

6-chlorouracil
4270-27-3

6-chlorouracil

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

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

Conditions
ConditionsYield
In chlorobenzene for 8h; Reflux;98%
In chlorobenzene for 7h; Substitution; Heating;59%
6-chlorouracil
4270-27-3

6-chlorouracil

sodium thiophenolate
930-69-8

sodium thiophenolate

6-(phenylthio)pyrimidine-2,4(1H,3H)-dione
15422-05-6

6-(phenylthio)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 90℃; for 0.05h; microwave irradiation;98%
6-chlorouracil
4270-27-3

6-chlorouracil

aniline
62-53-3

aniline

6-anilinouracil
7269-15-0

6-anilinouracil

Conditions
ConditionsYield
at 150℃; for 1h; Inert atmosphere;98%
at 160℃; for 0.333333h; microwave irradiation;95%
at 180℃; for 0.5h;91%
6-chlorouracil
4270-27-3

6-chlorouracil

6-iodo-2,4-dioxopyrimidine
4269-94-7

6-iodo-2,4-dioxopyrimidine

Conditions
ConditionsYield
With hydrogen iodide; sodium iodide at 20℃; for 24h;98%
With sodium iodide In N,N-dimethyl-formamide for 1.5h; Heating / reflux;
With potassium iodide In N,N-dimethyl-formamide for 1.5h; Heating / reflux;
6-chlorouracil
4270-27-3

6-chlorouracil

N,N'-diethyl-N-(3-methyluracil-6-yl)-p-phenylenediamine
337917-66-5

N,N'-diethyl-N-(3-methyluracil-6-yl)-p-phenylenediamine

N,N'-diethyl-N-(3-methyluracil-6-yl)-N'-(uracil-6-yl)-p-phenylenediamine
337917-67-6

N,N'-diethyl-N-(3-methyluracil-6-yl)-N'-(uracil-6-yl)-p-phenylenediamine

Conditions
ConditionsYield
With N,N-diethylaniline at 180℃; for 1h;96%
piperidine
110-89-4

piperidine

6-chlorouracil
4270-27-3

6-chlorouracil

6-piperidyluracil
73823-06-0

6-piperidyluracil

Conditions
ConditionsYield
at 100℃; for 0.25h; microwave irradiation;96%
6-chlorouracil
4270-27-3

6-chlorouracil

4-octyloxyaniline
39905-45-8

4-octyloxyaniline

6-(4-octyloxy-phenylamino)-1H-pyrimidine-2,4-dione

6-(4-octyloxy-phenylamino)-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
at 200℃; for 3h;95%
6-chlorouracil
4270-27-3

6-chlorouracil

4-(n-hexyloxy)aniline
39905-57-2

4-(n-hexyloxy)aniline

6-(4-hexyloxy-phenylamino)-1H-pyrimidine-2,4-dione

6-(4-hexyloxy-phenylamino)-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
at 200℃; for 3h;95%
6-chlorouracil
4270-27-3

6-chlorouracil

N-(8-phenylnaphthalene-1-yl)acetamide

N-(8-phenylnaphthalene-1-yl)acetamide

6-[(8-phenylnaphthalen-1-yl)amino]uracil

6-[(8-phenylnaphthalen-1-yl)amino]uracil

Conditions
ConditionsYield
at 180℃; for 0.666667h; Inert atmosphere;95%
6-chlorouracil
4270-27-3

6-chlorouracil

diphenyl diselenide
1666-13-3

diphenyl diselenide

6-chloro-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione

6-chloro-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; for 3h; Schlenk technique;95%
With potassium iodide In dimethyl sulfoxide at 20℃; for 15h; Electrolysis; Green chemistry;90%
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃;87%
With ammonium iodide In N,N-dimethyl-formamide at 50℃; for 2h; Electrochemical reaction; Green chemistry;80%
6-chlorouracil
4270-27-3

6-chlorouracil

4-methoxy-aniline
104-94-9

4-methoxy-aniline

6-(4-methoxyphenylamino)pyrimidine-2,4(1H,3H)-dione
72255-57-3

6-(4-methoxyphenylamino)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
In diethylene glycol dimethyl ether Heating;94%
for 2h; Reflux;90%
at 180 - 200℃; for 0.166667 - 0.25h;
In propan-1-ol at 150℃; Microwave irradiation;
6-chlorouracil
4270-27-3

6-chlorouracil

methylhydrazine
60-34-4

methylhydrazine

6-(1-methylhydrazino)uracil
68558-26-9

6-(1-methylhydrazino)uracil

Conditions
ConditionsYield
In ethanol for 2h; Heating;94%
In ethanol at 100℃; for 0.166667h; Microwave irradiation; regioselective reaction;
In ethanol at 100℃; for 0.166667h; Microwave irradiation;
6-chlorouracil
4270-27-3

6-chlorouracil

m-ethylaniline
587-02-0

m-ethylaniline

6-(3-Ethyl-phenylamino)-1H-pyrimidine-2,4-dione
72255-48-2

6-(3-Ethyl-phenylamino)-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
In diethylene glycol dimethyl ether Heating;94%
6-chlorouracil
4270-27-3

6-chlorouracil

benzylamine
100-46-9

benzylamine

6-benzylaminouracil
5759-80-8

6-benzylaminouracil

Conditions
ConditionsYield
at 130℃; for 0.25h; microwave irradiation;94%
In butan-1-ol for 9h; Heating;90%
Heating;
6-chlorouracil
4270-27-3

6-chlorouracil

N-(6'-hydroxyhexyl)-3,4-dimethylaniline
189748-84-3

N-(6'-hydroxyhexyl)-3,4-dimethylaniline

6-[N-(6'-hydroxyhexyl)-3,4-xylidino]uracil
189748-85-4

6-[N-(6'-hydroxyhexyl)-3,4-xylidino]uracil

Conditions
ConditionsYield
In 1,4-dioxane; water for 15h; Reflux;94%
In 1,4-dioxane; water for 15h; Heating;63%
In 1,4-dioxane; water for 15h; Inert atmosphere; Reflux;
morpholine
110-91-8

morpholine

6-chlorouracil
4270-27-3

6-chlorouracil

6-morpholin-4-yl-1H-pyrimidine-2,4-dione
15783-46-7

6-morpholin-4-yl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
at 100℃; for 0.25h; microwave irradiation;94%
6-chlorouracil
4270-27-3

6-chlorouracil

2-(bromomethyl)benzonitrile
22115-41-9

2-(bromomethyl)benzonitrile

2-[(6-chloro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]benzonitrile
865758-95-8

2-[(6-chloro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]benzonitrile

Conditions
ConditionsYield
With sodium hydride; lithium bromide In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃; for 12h;93.5%
Stage #1: 6-chlorouracil With triethylamine In N,N-dimethyl-formamide at 25℃; for 0.5h;
Stage #2: 2-(bromomethyl)benzonitrile In N,N-dimethyl-formamide at 25℃; for 8h; Reagent/catalyst; Solvent; Temperature;
79.7%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;58%
6-chlorouracil
4270-27-3

6-chlorouracil

4-amino-phenol
123-30-8

4-amino-phenol

6-((4-hydroxyphenyl)amino)pyrimidine-2,4(1H,3H)-dione
72255-56-2

6-((4-hydroxyphenyl)amino)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
In diethylene glycol dimethyl ether Heating;93%
In ethanol at 150℃; for 0.5h; Microwave irradiation;75%
In propan-1-ol at 150℃; Microwave irradiation;
In ethanol at 150℃; for 0.5h; Microwave irradiation;
6-chlorouracil
4270-27-3

6-chlorouracil

para-thiocresol
106-45-6

para-thiocresol

6-chloro-5-(p-tolylthio)pyrimidine-2,4(1H,3H)-dione

6-chloro-5-(p-tolylthio)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 100℃; for 18h; Schlenk technique;93%
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 100℃; for 15h;83%
6-chlorouracil
4270-27-3

6-chlorouracil

1-deoxy-1-[(2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)amino]-D-ribitol
33106-48-8

1-deoxy-1-[(2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)amino]-D-ribitol

Conditions
ConditionsYield
With triethylamine In ethylene glycol at 170℃; for 0.5h;92%
for 12h; Heating;60%
With potassium hydroxide at 20℃; for 0.5h;16%
at 128℃;
6-chlorouracil
4270-27-3

6-chlorouracil

thiophenol
108-98-5

thiophenol

6-(phenylthio)pyrimidine-2,4(1H,3H)-dione
15422-05-6

6-(phenylthio)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
In pyridine for 1h; Heating;92%
With potassium carbonate In ethylene glycol Substitution;
With pyridine for 1.5h; Heating;
With pyridine Heating;
6-chlorouracil
4270-27-3

6-chlorouracil

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

6-(benzylmethylamino)uracil
21333-17-5

6-(benzylmethylamino)uracil

Conditions
ConditionsYield
at 130℃; for 0.333333h; microwave irradiation;92%
6-chlorouracil
4270-27-3

6-chlorouracil

N-ethyl-N-phenylamine
103-69-5

N-ethyl-N-phenylamine

6-(ethyl(phenyl)amino)pyrimidine-2,4(1H,3H)-dione
27281-43-2

6-(ethyl(phenyl)amino)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
at 175℃; for 0.333333h;92%
6-chlorouracil
4270-27-3

6-chlorouracil

1-aminooctadecane
124-30-1

1-aminooctadecane

6-Octadecylaminouracil
127984-96-7

6-Octadecylaminouracil

Conditions
ConditionsYield
In butan-1-ol for 5h; Heating;91%
6-chlorouracil
4270-27-3

6-chlorouracil

N-ethyl-p-tolylamine
622-57-1

N-ethyl-p-tolylamine

6-(N-ethyl-p-toluidino)uracil
77778-47-3

6-(N-ethyl-p-toluidino)uracil

Conditions
ConditionsYield
91%

6-Chlorouracil Chemical Properties

Molecular Formula: C4H3ClN2O
Molecular Weight: 146.53
EINECS: 224-258-0 
Polar Surface Area: 40.62 Å2
Index of Refraction: 1.587
Molar Refractivity: 30.56 cm3
Molar Volume: 90.9 cm3
Surface Tension: 57.3 dyne/cm
Density: 1.61 g/cm3
Index of Refraction: 1.587 
Melting Point: 290-295°C 
IUPAC Name: 6-Chloro-1H-pyrimidine-2,4-dione
Appearance of 6-Chlorouracil (CAS NO.4720-27-3): A white crystalline powder
Product Categories: Pyridines, Pyrimidines, Purines and Pteredines ; Biochemistry ; Nucleobases and their analogs ; Nucleosides, Nucleotides & Related Reagents
Synonyms of 6-Chlorouracil (CAS NO.4720-27-3): 6-Chloro-2,4-(1H,3H)-pyrimidinedione ;  4-Chloro-2,6-dihydroxypyrimidine
Following is the molecular structure of 6-Chlorouracil (CAS NO.4720-27-3):

6-Chlorouracil Safety Profile

Safety Information of 6-Chlorouracil (CAS NO.4720-27-3):
Hazard Codes: Xi Irritant
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.
WGK Germany: 3
Hazard Note: Irritant

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