Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With sodium hydroxide Reflux; Schlenk technique; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
43% | |
With hydrogen bromide | |
With hydrogenchloride |
Conditions | Yield |
---|---|
With trichlorophosphate In acetonitrile at 120℃; for 0.166667h; Microwave irradiation; |
Conditions | Yield |
---|---|
In butan-1-ol for 8h; Heating; | 100% |
6-chlorouracil
3-chloro-aniline
6-(3-chlorophenylamino)pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
at 170℃; for 0.333333h; | 99% |
for 2h; Reflux; | 95% |
In melt at 180 - 200℃; |
6-chlorouracil
chloromethyl methyl ether
1-methoxymethyl-6-chlorouracil
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In chlorobenzene for 8h; Reflux; | 98% |
In chlorobenzene for 7h; Substitution; Heating; | 59% |
6-chlorouracil
sodium thiophenolate
6-(phenylthio)pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide at 90℃; for 0.05h; microwave irradiation; | 98% |
Conditions | Yield |
---|---|
at 150℃; for 1h; Inert atmosphere; | 98% |
at 160℃; for 0.333333h; microwave irradiation; | 95% |
at 180℃; for 0.5h; | 91% |
Conditions | Yield |
---|---|
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
N,N'-diethyl-N-(3-methyluracil-6-yl)-p-phenylenediamine
N,N'-diethyl-N-(3-methyluracil-6-yl)-N'-(uracil-6-yl)-p-phenylenediamine
Conditions | Yield |
---|---|
With N,N-diethylaniline at 180℃; for 1h; | 96% |
Conditions | Yield |
---|---|
at 100℃; for 0.25h; microwave irradiation; | 96% |
6-chlorouracil
4-octyloxyaniline
Conditions | Yield |
---|---|
at 200℃; for 3h; | 95% |
6-chlorouracil
4-(n-hexyloxy)aniline
Conditions | Yield |
---|---|
at 200℃; for 3h; | 95% |
6-chlorouracil
Conditions | Yield |
---|---|
at 180℃; for 0.666667h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
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
4-methoxy-aniline
6-(4-methoxyphenylamino)pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
m-ethylaniline
6-(3-Ethyl-phenylamino)-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether Heating; | 94% |
Conditions | Yield |
---|---|
at 130℃; for 0.25h; microwave irradiation; | 94% |
In butan-1-ol for 9h; Heating; | 90% |
Heating; |
6-chlorouracil
N-(6'-hydroxyhexyl)-3,4-dimethylaniline
6-[N-(6'-hydroxyhexyl)-3,4-xylidino]uracil
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
at 100℃; for 0.25h; microwave irradiation; | 94% |
6-chlorouracil
2-(bromomethyl)benzonitrile
2-[(6-chloro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]benzonitrile
Conditions | Yield |
---|---|
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
4-amino-phenol
6-((4-hydroxyphenyl)amino)pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
1-deoxy-1-[(2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)amino]-D-ribitol
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
In pyridine for 1h; Heating; | 92% |
With potassium carbonate In ethylene glycol Substitution; | |
With pyridine for 1.5h; Heating; | |
With pyridine Heating; |
Conditions | Yield |
---|---|
at 130℃; for 0.333333h; microwave irradiation; | 92% |
6-chlorouracil
N-ethyl-N-phenylamine
6-(ethyl(phenyl)amino)pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
at 175℃; for 0.333333h; | 92% |
Conditions | Yield |
---|---|
In butan-1-ol for 5h; Heating; | 91% |
Conditions | Yield |
---|---|
91% |
Molecular Formula: C4H3ClN2O2
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):
Safety Information of 6-Chlorouracil (CAS NO.4720-27-3):
Hazard Codes: 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.
WGK Germany: 3
Hazard Note: Irritant
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