Conditions | Yield |
---|---|
With water; trichlorophosphate Heating; | 93% |
With water; trichlorophosphate for 6h; Reflux; Large scale; | 92.3% |
With trichlorophosphate |
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 20℃; for 48h; | 90% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 40℃; Alkylation; | 90% |
edaravone
6-chloro-5-formyl-1,3-dimethyluracil
A
1,3-Dimethyl-6-chlorouracil
B
1-phenyl-3-methyl-4-(1-phenyl-3-methyl-5-oxo-4-pyrazolylidene)methylene-5-pyrazolone
Conditions | Yield |
---|---|
With piperidine In ethanol at 20℃; for 0.5h; | A 75% B n/a |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 23℃; for 3h; Schlenk technique; Inert atmosphere; | 52% |
6-chloro-2,4-dimethoxypyrimidine
methyl iodide
1,3-Dimethyl-6-chlorouracil
Conditions | Yield |
---|---|
at 90℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous HCl 2: POCl3 View Scheme |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 70℃; for 3h; |
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature; | 100% |
propan-1-ol
1,3-Dimethyl-6-chlorouracil
1,3-Dimethyl-6-propoxy-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
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% |
1,3-Dimethyl-6-chlorouracil
pentan-1-ol
1,3-Dimethyl-6-pentyloxy-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature; | 100% |
1,3-Dimethyl-6-chlorouracil
allyl alcohol
1,3-dimethyluracil-6-allyl ether
Conditions | Yield |
---|---|
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% |
1,3-Dimethyl-6-chlorouracil
ethanethiol
6-Ethylsulfanyl-1,3-dimethyl-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2.5h; Ambient temperature; | 100% |
1,3-Dimethyl-6-chlorouracil
benzyl alcohol
6-Benzyloxy-1,3-dimethyl-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 1h; UV-irradiation; | 100% |
2,3-Dimethyl-2-butene
1,3-Dimethyl-6-chlorouracil
1,1,2,2,3,5-hexamethyl-1,2-dihydrocyclobutapyrimidine-4,6(3H,5H)-dione
Conditions | Yield |
---|---|
In acetone Irradiation; | 99% |
In acetone at 20℃; for 2h; Cycloaddition; Photolysis; |
Conditions | Yield |
---|---|
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 |
1,3-Dimethyl-6-chlorouracil
sodium methylate
6-methoxy-1,3-dimethyluracil
Conditions | Yield |
---|---|
In methanol at 60℃; for 0.00833333h; microwave irradiation; | 99% |
Conditions | Yield |
---|---|
at 160℃; for 0.5h; microwave irradiation; | 98% |
In neat (no solvent) at 180℃; for 3h; | 87% |
In ethanol for 12h; Heating; | 80% |
Conditions | Yield |
---|---|
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; |
1,3-Dimethyl-6-chlorouracil
benzylamine
6-(benzylamino)-1,3-dimethyluracil
Conditions | Yield |
---|---|
at 130℃; for 0.05h; microwave irradiation; | 98% |
With triethylamine In 1,4-dioxane for 10h; Reflux; | 87% |
1,3-Dimethyl-6-chlorouracil
sodium ethanolate
1,3-dimethyl-6-ethoxyuracil
Conditions | Yield |
---|---|
In ethanol at 60℃; for 0.00833333h; microwave irradiation; | 97% |
1,3-Dimethyl-6-chlorouracil
4-bromo-aniline
6-(4-bromo-anilino)-1,3-dimethyl-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
In neat (no solvent) at 180℃; for 3h; | 97% |
at 180℃; for 3h; | 70% |
1,3-Dimethyl-6-chlorouracil
N-butylamine
6-n-butylamino-1,3-dimethyluracil
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 18h; Reflux; | 96% |
1,3-Dimethyl-6-chlorouracil
methylamine
1,3-dimethyl-6-methylamino-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
In methanol for 16h; Large scale; | 95% |
With water | |
In water |
N-methylpropargylamine
1,3-Dimethyl-6-chlorouracil
1,3-dimethyl-6-(N-methyl-N-propargyl)aminouracil
Conditions | Yield |
---|---|
95% | |
for 6h; Ambient temperature; | 87.7% |
Conditions | Yield |
---|---|
at 130℃; for 0.0166667h; microwave irradiation; | 94% |
1,3-Dimethyl-6-chlorouracil
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
1,3-dimethyl-6-phenyluracil
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 16h; Suzuki-Miyaura coupling; Reflux; | 94% |
1,3-Dimethyl-6-chlorouracil
sodium thiophenolate
1,3-dimethyl-6-phenylthiouracil
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 60℃; for 0.00833333h; microwave irradiation; | 93% |
1,3-Dimethyl-6-chlorouracil
methyl 2-(11-(3-(piperazin-1-yl)propylidene)-6,11-dihydrodibenzo[b,e]oxepin-2-yl)acetate
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 | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 7h; | 93% |
1,3-Dimethyl-6-chlorouracil
1-(2,4-dichlorophenyl)oxy-4-chloro-but-2-yne
6-[4-(2,4-dichloro-phenoxy)-but-2-ynylsulfanyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
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% |
N-(2-bromo-5-methoxybenzyl),N-methylamine
1,3-Dimethyl-6-chlorouracil
6-((2-bromo-5-methoxybenzyl)(methyl)amino)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
In ethanol Reflux; | 92% |
1,3-Dimethyl-6-chlorouracil
4-methoxy-aniline
6-p-Methoxyphenylamino-1,3-dimethyluracil
Conditions | Yield |
---|---|
In neat (no solvent) at 180℃; for 3h; | 91% |
Conditions | Yield |
---|---|
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% |
1,3-Dimethyl-6-chlorouracil
p,p'-diaminobiphenyl
6,6'-[biphenyl-4,4'-diyldi(imino)]bis(1,3-dimethylpyrimidine-2,4(1H,3H)-dione)
Conditions | Yield |
---|---|
With quinoline at 180℃; for 3h; | 91% |
pyrrolidine
1,3-Dimethyl-6-chlorouracil
N,N-dimethyl-6-pyrrolidino uracil
Conditions | Yield |
---|---|
In dichloromethane for 1h; Ambient temperature; | 90% |
In ethanol Ambient temperature; |
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
Safty information about 6-Chloro-1,3-dimethyluracil (CAS NO.6972-27-6) is:
Hazard Codes: Xi
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
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.
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