Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide In water at 0 - 25℃; for 18h; | 77% |
4-chloro-2-hydroxy-5-nitropyridine
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
With trichlorophosphate In toluene for 6h; Heating; | 74% |
With trichlorophosphate In toluene at 60℃; Heating / reflux; | 74% |
With trichlorophosphate In toluene at 110℃; for 6h; | 72% |
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
With trichlorophosphate at 100℃; for 12h; | 66% |
2-amino-4-chloro-5-nitropyridine
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In water at 0 - 25℃; for 51h; | 33% |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 99 percent / POCl3 / toluene / 16 h / 110 °C 2: 80 percent / potassium t-butoxide; t-BuOOH / tetrahydrofuran; decane; liquid ammonia / 2 h / -35 °C 3: 74 percent / POCl3 / toluene / 6 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: trichlorophosphate / toluene / 16 h / 0 - 110 °C / Heating / reflux 2: tert.-butylhydroperoxide; potassium tert-butylate; ammonia / tetrahydrofuran; decane / 3.08 h / -78 - 0 °C 3: trichlorophosphate / toluene / 60 °C / Heating / reflux View Scheme |
4-chloro-3-nitropyridine
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / potassium t-butoxide; t-BuOOH / tetrahydrofuran; decane; liquid ammonia / 2 h / -35 °C 2: 74 percent / POCl3 / toluene / 6 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: tert.-butylhydroperoxide; potassium tert-butylate / decane; N,N-dimethyl-formamide / 2 h / -35 - 5 °C 2: trichlorophosphate / toluene / 6 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium tert-butylate; tert.-butylhydroperoxide; ammonia / tetrahydrofuran / 1 h / -35 °C 2: trichlorophosphate / toluene / 6 h / 100 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium tert-butylate; ammonia / tetrahydrofuran / 0.17 h / -78 °C 1.2: 1.33 h / -78 - -40 °C 2.1: trichlorophosphate / 12 h / 100 °C View Scheme |
3-aminotetrahydrofuran
2,4-dichloro-5-nitropyridine
(2-chloro-5-nitropyridin-4-yl)(tetrahydrofuran-3-yl)amine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran for 2h; | 100% |
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction; |
4-aminotetrahydropyran
2,4-dichloro-5-nitropyridine
2-chloro-5-nitro-N-(tetrahydro-2H-pyran-4-yl)pyridin-4-amine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran for 2.16667h; | 100% |
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction; | 88% |
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction; |
2,4-dichloro-5-nitropyridine
isopropylamine
(2-chloro-5-nitropyridin-4-yl)isopropylamine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 3h; Time; Temperature; | 100% |
With triethylamine In tetrahydrofuran at 20℃; for 3h; | 100% |
With triethylamine In tetrahydrofuran at 25℃; for 6h; | 99% |
In acetonitrile at 40℃; for 12h; | 91% |
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction; |
2,4-dichloro-5-nitropyridine
benzylamine
benzyl-(2-chloro-5-nitro-pyridin-4-yl)-amine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 1h; | 100% |
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction; | 95% |
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 1h; | 88% |
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 1h; | 88% |
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 1h; Inert atmosphere; | 88% |
2,4-dichloro-5-nitropyridine
methylamine hydrochloride
(2-chloro-5-nitro-pyridin-4-yl)-methyl-amine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 0.5h; | 99% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 25℃; for 12h; Sealed tube; | 62% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 16.5h; |
2,4-dichloro-5-nitropyridine
2-methyl-3-(trifluoromethyl)benzylamine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 99% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 0.5h; | 99% |
Conditions | Yield |
---|---|
With sodium at 0 - 40℃; for 4.16h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 0 - 25℃; for 2h; | 97% |
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h; | 97% |
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h; | 97% |
2,4-dichloro-5-nitropyridine
ethylamine
2-chloro-N-ethyl-5-nitro-4-pyridinamine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; methanol at 0℃; for 2h; | 96% |
In tetrahydrofuran; water for 1h; | 83% |
In tetrahydrofuran at 0℃; | 81% |
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction; |
2,4-dichloro-5-nitropyridine
methyl 3-fluoro-2-hydroxybenzoate
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h; | 96% |
2,4-dichloro-5-nitropyridine
4-[(tert-butyldimethylsilyl)oxy]aniline
2-chloro-N-(4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}phenyl)-5-nitro-4-pyridinamine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; | 95% |
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 18h; | 95% |
2,4-dichloro-5-nitropyridine
trans-[4-(cyanomethyl)cyclohexyl]ammonium trifluoroacetate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 20h; Solvent; Temperature; | 95% |
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h; | 95% |
2,4-dichloro-5-nitropyridine
(S)-3-((1r,4S)-4-aminocyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
3-((1r,4r)-4-((2-chloro-5-nitropyridin-4-yl)amino)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 80℃; | 94% |
2,4-dichloro-5-nitropyridine
methyl 3-chloro-2-hydroxybenzoate
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h; | 94% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 20.0833h; Cooling with ice; | 93% |
2,4-dichloro-5-nitropyridine
4-benzyloxyaniline hydrochloride
2-chloro-5-nitro-N-{4-[(phenylmethyl)oxy]phenyl}-4-pyridinamine
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 60℃; for 1h; | 92% |
2,4-dichloro-5-nitropyridine
Cyclopropylamine
(2-chloro-5-nitro-pyridin-4-yl)cyclopropyl-amine
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 20℃; for 2h; Inert atmosphere; | 90% |
With triethylamine In acetonitrile for 0.166667h; regiospecific reaction; |
2,4-dichloro-5-nitropyridine
methylamine
(2-chloro-5-nitro-pyridin-4-yl)-methyl-amine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 17.5h; | 90% |
With triethylamine In tetrahydrofuran at 20℃; for 17.5h; |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction; | 90% |
2,4-dichloro-5-nitropyridine
3-amino-5-cyclopropyl-1H-pyrazole
2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-nitropyridin-4-amine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 25℃; for 17h; | 89% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol Inert atmosphere; Autoclave; regioselective reaction; | 89% |
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 25℃; for 1h; |
2,4-dichloro-5-nitropyridine
Methyl 2-fluoro-6-hydroxybenzoate
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h; | 89% |
4-Hydroxybenzoxazole
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetone at 20℃; for 4h; | 87.8% |
(2-aminomethylpyridine)
2,4-dichloro-5-nitropyridine
2-chloro-5-nitro-N-(pyridin-2-ylmethyl)pyridin-4-amine
Conditions | Yield |
---|---|
With triethylamine In 1-methyl-pyrrolidin-2-one at 25℃; for 1h; | 87% |
With N-ethyl-N,N-diisopropylamine In ethanol at 0 - 20℃; for 1h; |
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 25℃; for 3h; | 87% |
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h; | 87% |
2,4-dichloro-5-nitropyridine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; | 87% |
The 2,4-Dichloro-5-nitropyridine, with the CAS registry number 4487-56-3, is also known as Pyridine, 2,4-dichloro-5-nitro-. This chemical's molecular formula is C5H2Cl2N2O2 and molecular weight is 192.99. What's more, its IUPAC name is the same with its product name. When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes.
Physical properties about 2,4-Dichloro-5-nitropyridine are: (1)ACD/LogP: 1.71; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 9; (6)ACD/BCF (pH 7.4): 9; (7)ACD/KOC (pH 5.5): 165; (8)ACD/KOC (pH 7.4): 165; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 58.71 Å2; (13)Index of Refraction: 1.603; (14)Molar Refractivity: 40.68 cm3; (15)Molar Volume: 118.4 cm3; (16)Surface Tension: 59.359 dyne/cm; (17)Density: 1.63 g/cm3; (18)Flash Point: 124.548 °C; (19)Enthalpy of Vaporization: 50.025 kJ/mol; (20)Boiling Point: 282.329 °C at 760 mmHg; (21)Vapour Pressure: 0.006 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
(1) SMILES: Clc1cc(Cl)ncc1N(=O)=O
(2) InChI: InChI=1S/C5H2Cl2N2O2/c6-3-1-5(7)8-2-4(3)9(10)11/h1-2H
(3) InChIKey: RZVJQUMDJUUBBF-UHFFFAOYSA-N
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