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6972-27-6

Basic Information
CAS No.: 6972-27-6
Name: 6-Chloro-1,3-dimethyluracil
Molecular Structure:
Molecular Structure of 6972-27-6 (6-Chloro-1,3-dimethyluracil)
Formula: C6H7ClN2O2
Molecular Weight: 174.59
Synonyms: 6-chloro-1,3-dimethyl-pyrimidine-2,4-dione;1,3-Dimethyl-6-chlorouracil;6-Chloro-1,3-dimethyl-2,4-(1H,3H)-pyrimidinedione;6-Chloro-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione;
EINECS: 230-205-2
Density: 1.43 g/cm3
Melting Point: 109-113 °C
Boiling Point: 224.6 °C at 760 mmHg
Flash Point: 89.6 °C
Solubility: soluble in water
Appearance: white or light white crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information:
PSA: 44.00000
LogP: -0.26260
Synthetic route
769-42-6

1,3-dimethylbarbituric acid

6972-27-6

1,3-Dimethyl-6-chlorouracil

Conditions
ConditionsYield
With water; trichlorophosphate Heating;93%
With water; trichlorophosphate for 6h; Reflux; Large scale;92.3%
With trichlorophosphate
4270-27-3

6-chlorouracil

74-83-9

methyl bromide

6972-27-6

1,3-Dimethyl-6-chlorouracil

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 20℃; for 48h;90%
74-83-9

methyl bromide

4318-56-3

3-methyl-6-chlorouracil

6972-27-6

1,3-Dimethyl-6-chlorouracil

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 40℃; Alkylation;90%
89-25-8

edaravone

35824-85-2

6-chloro-5-formyl-1,3-dimethyluracil

A

6972-27-6

1,3-Dimethyl-6-chlorouracil

B

4702-90-3

1-phenyl-3-methyl-4-(1-phenyl-3-methyl-5-oxo-4-pyrazolylidene)methylene-5-pyrazolone

Conditions
ConditionsYield
With piperidine In ethanol at 20℃; for 0.5h;A 75%
B n/a
4270-27-3

6-chlorouracil

74-88-4

methyl iodide

6972-27-6

1,3-Dimethyl-6-chlorouracil

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 23℃; for 3h; Schlenk technique; Inert atmosphere;52%
6320-15-6

6-chloro-2,4-dimethoxypyrimidine

74-88-4

methyl iodide

6972-27-6

1,3-Dimethyl-6-chlorouracil

Conditions
ConditionsYield
at 90℃;
6642-31-5

6-Amino-1,3-dimethylbarbituric acid

6972-27-6

1,3-Dimethyl-6-chlorouracil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous HCl
2: POCl3
View Scheme
4270-27-3

6-chlorouracil

methyl halide

methyl halide

6972-27-6

1,3-Dimethyl-6-chlorouracil

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 70℃; for 3h;
67-56-1

methanol

6972-27-6

1,3-Dimethyl-6-chlorouracil

4097-20-5

6-methoxy-1,3-dimethyluracil

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature;100%
71-23-8

propan-1-ol

6972-27-6

1,3-Dimethyl-6-chlorouracil

93767-18-1

1,3-Dimethyl-6-propoxy-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature;100%
6972-27-6

1,3-Dimethyl-6-chlorouracil

64-17-5

ethanol

93787-99-6

1,3-dimethyl-6-ethoxyuracil

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature;100%
With sodium carbonate for 28h; Reflux;96%
6972-27-6

1,3-Dimethyl-6-chlorouracil

71-41-0

pentan-1-ol

93767-19-2

1,3-Dimethyl-6-pentyloxy-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature;100%
6972-27-6

1,3-Dimethyl-6-chlorouracil

107-18-6

allyl alcohol

93767-20-5

1,3-dimethyluracil-6-allyl ether

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 1.5h; Ambient temperature;100%
With sodium for 2h; Heating;63.3%
With sodium at 30 - 40℃; for 0.5h;57.2%
6972-27-6

1,3-Dimethyl-6-chlorouracil

75-08-1

ethanethiol

35218-96-3

6-Ethylsulfanyl-1,3-dimethyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2.5h; Ambient temperature;100%
6972-27-6

1,3-Dimethyl-6-chlorouracil

100-51-6

benzyl alcohol

93767-21-6

6-Benzyloxy-1,3-dimethyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature;100%
91-20-3

naphthalene

6972-27-6

1,3-Dimethyl-6-chlorouracil

4097-20-5

6-methoxy-1,3-dimethyluracil

Conditions
ConditionsYield
In methanol at 20℃; for 1h; UV-irradiation;100%
563-79-1

2,3-Dimethyl-2-butene

6972-27-6

1,3-Dimethyl-6-chlorouracil

82959-62-4

1,1,2,2,3,5-hexamethyl-1,2-dihydrocyclobutapyrimidine-4,6(3H,5H)-dione

Conditions
ConditionsYield
In acetone Irradiation;99%
In acetone at 20℃; for 2h; Cycloaddition; Photolysis;
110-89-4

piperidine

6972-27-6

1,3-Dimethyl-6-chlorouracil

1,3-dimethyl-6-(piperidin-1-yl)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
at 60℃; for 0.00833333h; microwave irradiation;99%
In 1,4-dioxane at 100℃; for 2h;98%
In dichloromethane for 1h; Ambient temperature;85%
In water Heating;59%
Stage #1: 1,3-Dimethyl-6-chlorouracil With (1,3,5-triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate; palladium diacetate In N,N-dimethyl-formamide for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: piperidine With triethylamine In N,N-dimethyl-formamide at 23℃; for 2h; Schlenk technique; Inert atmosphere;
168 mg
6972-27-6

1,3-Dimethyl-6-chlorouracil

124-41-4

sodium methylate

4097-20-5

6-methoxy-1,3-dimethyluracil

Conditions
ConditionsYield
In methanol at 60℃; for 0.00833333h; microwave irradiation;99%
6972-27-6

1,3-Dimethyl-6-chlorouracil

62-53-3

aniline

7278-51-5

6-anilino-1,3-dimethyluracil

Conditions
ConditionsYield
at 160℃; for 0.5h; microwave irradiation;98%
In neat (no solvent) at 180℃; for 3h;87%
In ethanol for 12h; Heating;80%
6972-27-6

1,3-Dimethyl-6-chlorouracil

1203-25-4

6-chloro-1,3-dimethyl-5-nitrouracil

Conditions
ConditionsYield
With sulfuric acid; potassium nitrate 1.) 15 min, 7 deg C, 2.) 30 min, 20 deg C;98%
With sulfuric acid; nitric acid at 5℃;
With nitric acid; sulfuric acid at 10℃; for 2h;
6972-27-6

1,3-Dimethyl-6-chlorouracil

100-46-9

benzylamine

5770-49-0

6-(benzylamino)-1,3-dimethyluracil

Conditions
ConditionsYield
at 130℃; for 0.05h; microwave irradiation;98%
With triethylamine In 1,4-dioxane for 10h; Reflux;87%
6972-27-6

1,3-Dimethyl-6-chlorouracil

141-52-6

sodium ethanolate

93787-99-6

1,3-dimethyl-6-ethoxyuracil

Conditions
ConditionsYield
In ethanol at 60℃; for 0.00833333h; microwave irradiation;97%
6972-27-6

1,3-Dimethyl-6-chlorouracil

106-40-1

4-bromo-aniline

64663-99-6

6-(4-bromo-anilino)-1,3-dimethyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
In neat (no solvent) at 180℃; for 3h;97%
at 180℃; for 3h;70%
6972-27-6

1,3-Dimethyl-6-chlorouracil

109-73-9

N-butylamine

5770-46-7

6-n-butylamino-1,3-dimethyluracil

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 18h; Reflux;96%
6972-27-6

1,3-Dimethyl-6-chlorouracil

74-89-5

methylamine

5770-42-3

1,3-dimethyl-6-methylamino-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
In methanol for 16h; Large scale;95%
With water
In water
35161-71-8

N-methylpropargylamine

6972-27-6

1,3-Dimethyl-6-chlorouracil

94154-86-6

1,3-dimethyl-6-(N-methyl-N-propargyl)aminouracil

Conditions
ConditionsYield
95%
for 6h; Ambient temperature;87.7%
6972-27-6

1,3-Dimethyl-6-chlorouracil

103-67-3

benzyl-methyl-amine

1,3-dimethyl-6-(benzylmethylamino)uracil

Conditions
ConditionsYield
at 130℃; for 0.0166667h; microwave irradiation;94%
6972-27-6

1,3-Dimethyl-6-chlorouracil

24388-23-6

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

42542-99-4

1,3-dimethyl-6-phenyluracil

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 16h; Suzuki-Miyaura coupling; Reflux;94%
6972-27-6

1,3-Dimethyl-6-chlorouracil

930-69-8

sodium thiophenolate

35218-98-5

1,3-dimethyl-6-phenylthiouracil

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 60℃; for 0.00833333h; microwave irradiation;93%
6972-27-6

1,3-Dimethyl-6-chlorouracil

943783-06-0

methyl 2-(11-(3-(piperazin-1-yl)propylidene)-6,11-dihydrodibenzo[b,e]oxepin-2-yl)acetate

943781-13-3

methyl 2-(11-(3-(4-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)piperazin-1-yl)propylidene)-6,11-dihydrodibenzo[b,e]oxepin-2-yl)acetate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 7h;93%
6972-27-6

1,3-Dimethyl-6-chlorouracil

68536-76-5

1-(2,4-dichlorophenyl)oxy-4-chloro-but-2-yne

897935-82-9

6-[4-(2,4-dichloro-phenoxy)-but-2-ynylsulfanyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
Stage #1: 1,3-Dimethyl-6-chlorouracil With sodium hydrogensulfide In ethanol at 0℃; for 6h;
Stage #2: 1-(2,4-dichlorophenyl)oxy-4-chloro-but-2-yne With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water at 20℃; for 12h;
92%
767289-08-7

N-(2-bromo-5-methoxybenzyl),N-methylamine

6972-27-6

1,3-Dimethyl-6-chlorouracil

1148107-95-2

6-((2-bromo-5-methoxybenzyl)(methyl)amino)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
In ethanol Reflux;92%
6972-27-6

1,3-Dimethyl-6-chlorouracil

104-94-9

4-methoxy-aniline

58137-44-3

6-p-Methoxyphenylamino-1,3-dimethyluracil

Conditions
ConditionsYield
In neat (no solvent) at 180℃; for 3h;91%
6972-27-6

1,3-Dimethyl-6-chlorouracil

42016-93-3

2-chloro-4-iodoaniline

1026989-89-8

C12H11ClIN3O2

Conditions
ConditionsYield
Stage #1: 1,3-Dimethyl-6-chlorouracil; 2-chloro-4-iodoaniline With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 5℃; for 0.833333h;
Stage #2: With water; ammonium chloride In tetrahydrofuran
91%
6972-27-6

1,3-Dimethyl-6-chlorouracil

92-87-5

p,p'-diaminobiphenyl

1448799-77-6

6,6'-[biphenyl-4,4'-diyldi(imino)]bis(1,3-dimethylpyrimidine-2,4(1H,3H)-dione)

Conditions
ConditionsYield
With quinoline at 180℃; for 3h;91%
123-75-1

pyrrolidine

6972-27-6

1,3-Dimethyl-6-chlorouracil

74151-85-2

N,N-dimethyl-6-pyrrolidino uracil

Conditions
ConditionsYield
In dichloromethane for 1h; Ambient temperature;90%
In ethanol Ambient temperature;
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    6-Chloro-1,3-dimethyluracil

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    6-chloro-1,3-dimethylpyrimidine-2,4(1H,3H)-dione

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Chemistry

Molecular structure of 6-Chloro-1,3-dimethyluracil (CAS NO.6972-27-6) is:

Product Name: 6-Chloro-1,3-dimethyluracil
CAS Registry Number: 6972-27-6
IUPAC Name: 6-chloro-1,3-dimethylpyrimidine-2,4-dione
Molecular Weight: 174.58498 [g/mol]
Molecular Formula: C6H7ClN2O2 
EINECS: 230-205-2
XLogP3-AA: 0.2
H-Bond Donor: 0
H-Bond Acceptor: 2
Melting Point: 109-113 °C 
Surface Tension: 51.8 dyne/cm
Density: 1.43 g/cm3
Flash Point: 89.6 °C
Enthalpy of Vaporization: 46.11 kJ/mol
Boiling Point: 224.6 °C at 760 mmHg
Vapour Pressure: 0.0906 mmHg at 25°C 
Water Solubility: soluble
Product Categories: Biochemistry ;Nucleobases and their analogs ;Nucleosides, Nucleotides & Related Reagents ;Biochemicals and Reagents ;Nucleoside Analogs ;Nucleosides, Nucleotides, Oligonucleotides

Safety Profile

Safty information about 6-Chloro-1,3-dimethyluracil (CAS NO.6972-27-6) is:
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 37/39-26 
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

Specification

 6-Chloro-1,3-dimethyluracil , its cas register number is 6972-27-6. It also can be called EINECS 230-205-2 . And, it is a white to light yellow flakes or powder.
First Aid Measures:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. 
Handling and Storage:
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.