Conditions | Yield |
---|---|
With trichlorophosphate | 100% |
With trichlorophosphate | 98% |
Conditions | Yield |
---|---|
With triethylamine; trichlorophosphate at 40 - 105℃; for 2h; | 99.1% |
With chlorine; magnesium chloride; phosphorus trichloride In trichlorophosphate at 66℃; under 750.075 Torr; for 3.5h; Reagent/catalyst; Temperature; Pressure; Solvent; | 99.83% |
With bis(trichloromethyl) carbonate; sulfuric acid In N,N-dimethyl-formamide; 1,2-dichloro-benzene at 80℃; for 4.2h; Temperature; Solvent; Industrial scale; | 97% |
Conditions | Yield |
---|---|
Stage #1: 4,6-diaminopyrimidine With hydrogenchloride; sodium nitrite In water at -5℃; for 2h; Stage #2: With hydrogenchloride; copper(l) chloride In water at 45℃; for 2h; | 86.4% |
Conditions | Yield |
---|---|
With 2,3-Dimethylaniline In dichloromethane; water | 80% |
With N-ethyl-N,N-diisopropylamine In water; acetonitrile |
4-chloro-6-methylsulfanylpyrimidine
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 0.5h; | 76% |
phosgene
formamide
acetonitrile
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
at 20 - 140℃; under 982.607 - 20686.5 Torr; for 3h; the Parr Reactor (17328-33); | 62.21% |
at 105℃; under 5999.08 - 8378.02 Torr; for 3h; | |
With hydrogenchloride In chlorobenzene at 105℃; under 11739.6 Torr; for 23.5h; |
1H-pyrimidine-4,6-dione
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate | |
With N,N-dimethyl-aniline; trichlorophosphate |
Conditions | Yield |
---|---|
In tetrachloromethane at 34.9℃; Equilibrium constant; |
acetamide
phosgene
formamide
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
In chlorobenzene at 75 - 105℃; under 4913.04 - 17583.5 Torr; for 1.66667 - 23.1667h; |
Conditions | Yield |
---|---|
With hydrogenchloride at 52 - 74℃; |
phosgene
aminoketone hydrochloride
acetamide hydrochloride
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
In chlorobenzene at 105℃; under 14997.7 Torr; for 90h; |
4-chloro-6-methoxy-pyrimidine
4,6-dichloropyrimidine
phosgene
4,6-pyrimidinediol
Triphenylphosphine oxide
dichlorotriphenylphosphorane
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
In chlorobenzene |
Conditions | Yield |
---|---|
In water; acetonitrile |
1H-imidazole
phosgene
4,6-pyrimidinediol
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
In acetonitrile |
Conditions | Yield |
---|---|
for 3h; Heating; | 100% |
4,6-dichloropyrimidine
methylhydrazine
4,6-bis(1-methylhydrazino)pyrimidine
Conditions | Yield |
---|---|
for 2h; Heating; | 100% |
for 2h; Inert atmosphere; Reflux; | 86% |
Reflux; Inert atmosphere; |
4,6-dichloropyrimidine
dimethyl amine
6-chloro-N,N-dimethylpyrimidin-4-amine
Conditions | Yield |
---|---|
With triethylamine In isopropyl alcohol Heating; | 100% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; water at 20℃; for 28h; | |
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; | |
With potassium carbonate In tetrahydrofuran; 1,4-dioxane for 14h; Reflux; | |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethanol at 150℃; for 0.0833333h; Microwave irradiation; |
4,6-dichloropyrimidine
tert-butyl [(3R)-pyrrolidin-3-yl]methylcarbamate
tert-butyl (R)-(1-(2-amino-6-chloropyrimidin-4-yl)pyrrolidin-3-yl)(methyl)carbamate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol for 24h; Product distribution / selectivity; Heating / reflux; | 100% |
(R)-4-[1-(4-fluorophenyl)ethyl]piperazine
4,6-dichloropyrimidine
4-chloro-6-{4-[(R)-1-(4-fluoro-phenyl)-ethyl]-piperazin-1-yl}-pyrimidine
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 70℃; for 6h; | 100% |
4,6-dichloropyrimidine
tert-butyl 4-(aminomethyl)piperidine-1-carboxylate
tert-butyl 4-((6-chloropyrimidin-4-ylamino)methyl)-piperidine-1-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 120℃; for 0.5h; Microwave irradiation; | 100% |
4,6-dichloropyrimidine
t-butyl 4-hydroxy piperidine-1-carboxylate
tert-butyl 4-((6-chloropyrimidin-4-yl)oxy)piperidine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: t-butyl 4-hydroxy piperidine-1-carboxylate With sodium hydride In tetrahydrofuran; mineral oil at 60℃; for 1h; Stage #2: 4,6-dichloropyrimidine In tetrahydrofuran; mineral oil at 20℃; for 2h; | 100% |
Stage #1: t-butyl 4-hydroxy piperidine-1-carboxylate With sodium hydride In tetrahydrofuran at 60℃; for 1h; Inert atmosphere; Stage #2: 4,6-dichloropyrimidine In tetrahydrofuran at 20℃; for 2h; | 72% |
Stage #1: t-butyl 4-hydroxy piperidine-1-carboxylate With sodium hydride In tetrahydrofuran at 60℃; for 0.5h; Stage #2: 4,6-dichloropyrimidine In tetrahydrofuran at 20℃; | 59% |
4,6-dichloropyrimidine
4-carboxamidopiperidine
1-(6-chloropyrimidin-4-yl)piperidine-4-carboxamide
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane at 100℃; for 1h; Inert atmosphere; Microwave irradiation; | 100% |
With triethylamine In ethanol at 100℃; for 1h; Microwave irradiation; | 71% |
With triethylamine Microwave irradiation; |
4,6-dichloropyrimidine
6-hydroxy-3,4-dimethyl-3H-benzoxazol-2-one
6-(6-chloro-pyrimidin-4-yloxy)-3,4-dimethyl-3H-benzoxazol-2-one
Conditions | Yield |
---|---|
Stage #1: 6-hydroxy-3,4-dimethyl-3H-benzoxazol-2-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.166667h; Stage #2: 4,6-dichloropyrimidine In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; | 100% |
4,6-dichloropyrimidine
(S)-4-methyl-2-(tetrahydrofuran-2-yl)-1H-benzo[d]imidazol-6-ol
(S)-6-(6-chloropyrimidin-4-yloxy)-4-methyl-2-(tetrahydrofuran-2-yl)-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; | 100% |
4,6-dichloropyrimidine
1-Boc-amine-11-amino-3,6,9-trioxaundecane
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 80℃; for 17h; | 100% |
4,6-dichloropyrimidine
Conditions | Yield |
---|---|
With triethylamine In isopropyl alcohol at 95℃; for 2.5h; Inert atmosphere; | 100% |
4,6-dichloropyrimidine
(S)-1-(4-Fluoro-phenyl)-ethylamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 50℃; for 5h; | 100% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 50℃; | 100% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 50℃; | 100% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 150℃; for 0.166667h; Irradiation; | 100% |
Conditions | Yield |
---|---|
In ethanol Heating; | 99.2% |
4,6-dichloropyrimidine
4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine
Conditions | Yield |
---|---|
Stage #1: 4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 4,6-dichloropyrimidine In N,N-dimethyl-formamide at 0 - 20℃; for 2.5h; | 99.2% |
Stage #1: 4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 4,6-dichloropyrimidine In N,N-dimethyl-formamide at 0 - 20℃; for 2.5h; | 99.2% |
Stage #1: 4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 4,6-dichloropyrimidine In N,N-dimethyl-formamide at 0 - 20℃; for 2.5h; | 99.2% |
4,6-dichloropyrimidine
(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxylmethyl)-1-aminocyclopentan hydrochloride
(1R,2S,3R,5R)-3-[(6-Chloropyrimidin-4-yl)amino]-5-(hydroxymethyl)-cyclopentane-1,2-diol
Conditions | Yield |
---|---|
With triethylamine In isopropyl alcohol at 90℃; for 1h; Product distribution / selectivity; | 99% |
With triethylamine In ethanol at 150℃; for 0.25h; Product distribution / selectivity; Microwave irradiation; | 90% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone | 99% |
With potassium carbonate In acetone | 99% |
4,6-dichloropyrimidine
4-fluoro-3-(trifluoromethyl)phenol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide | 99% |
With potassium carbonate In N,N-dimethyl-formamide | 99% |
With potassium carbonate In N,N-dimethyl-formamide | 99% |
With sodium hydroxide In water; toluene | 70% |
Conditions | Yield |
---|---|
With acetic acid In sodium hydroxide | 99% |
4,6-dichloropyrimidine
isobutylamine
4-isobutylamino-6-chloropyrimidine
Conditions | Yield |
---|---|
In methanol at 20℃; for 6.16667h; Cooling with ice; | 99% |
Conditions | Yield |
---|---|
With triethylamine In ethanol at 120℃; for 3h; | 99% |
pyrrolidine
4,6-dichloropyrimidine
4-Chloro-6-(pyrrolidin-1-yl)pyrimidine
Conditions | Yield |
---|---|
With triethylamine In isopropyl alcohol Heating; | 98% |
With triethylamine In ethanol at 20℃; for 0.25h; | 63% |
In isopropyl alcohol Reflux; |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran Reflux; | 98% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 68h; Reflux; | 98% |
With N-ethyl-N,N-diisopropylamine In ethanol at 120℃; for 1h; |
4,6-dichloropyrimidine
D-phenylalanine methyl ester hydrochloride
methyl (2R)-2-[(6-chloropyrimidin-4-yl)amino]-3-phenylpropanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 80℃; | 98% |
4,6-dichloropyrimidine
6-(2-methyl-5-nitrophenyl)-1H-indole
1-(6-chloropyrimidine-4-yl)-6-(2-methyl-5-nitrophenyl)-1H-indole
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil | 98% |
IUPAC Name: 4,6-Dichloropyrimidine
Synonyms of 4,6-Dichloropyrimidine (CAS NO.1193-21-1): Pyrimidine, 4,6-dichloro-
CAS NO: 1193-21-1
Molecular Formula: C4H2Cl2N2
Molecular Weight: 148.98
Molecular Structure:
EINECS: 214-770-2
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 25.78 Å2
Index of Refraction: 1.559
Molar Refractivity: 32.22 cm3
Molar Volume: 99.7 cm3
Surface Tension: 51.5 dyne/cm
Density: 1.493 g/cm3
Flash Point: 105.1 °C
Enthalpy of Vaporization: 39.54 kJ/mol
Boiling Point: 176 °C at 760 mmHg
Vapour Pressure: 1.5 mmHg at 25°C
Melting Point: 65-67 °C(lit.)
Appearance:Yellow Solid
Product Categories of 4,6-Dichloropyrimidine (CAS NO.1193-21-1): PYRIMIDINE;FINE Chemical & INTERMEDIATES;Halides;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Pyrazines, Pyrimidines & Pyridazines;Nucleotides and Nucleosides;Pyrimidines;Bases & Related Reagents;Nucleotides;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks
4,6-Dichloropyrimidine (CAS NO.1193-21-1) is used as intermediate in the synthesis of pharmaceutical.
Safety Information about 4,6-Dichloropyrimidine (CAS NO.1193-21-1):
Hazard Codes : C
The Risk Statements: 34-20/21/22-36/37
34: Causes burns
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37: Irritating to eyes and respiratory system
The Safety Statements: 26-36/37/39-45-27
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
27: Take off immediately all contaminated clothing
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR:UN 3263 8/PG 2
F:19
WGK Germany:3
Hazard Note : Corrosive
HazardClass :8
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use foam, dry chemical, or carbon dioxide.
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container. Corrosives area.
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