2,5-dichloro-3-nitropyridine
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
With formic acid; triethylamine for 24h; chemoselective reaction; | 95% |
With hydrogen In tetrahydrofuran; water at 120℃; under 37503.8 Torr; for 15h; chemoselective reaction; | 94% |
With chlorobis(cyclooctene)rhodium(I) dimer In N,N-dimethyl-formamide at 120℃; for 12h; pH=2.25; Inert atmosphere; | 86% |
2-bromo-3-amino-5-chloropyridine
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
With hydrogenchloride |
2-bromo-5-chloro-3-nitropyridine
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: iron-turnings; acetic acid 2: aqueous HCl View Scheme |
2-amino-5-chloro-3-nitropyridine
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: concentrated aqueous hydrochloric acid / -10 °C / anschliessend Behandeln mit wss. Natriumnitrit-Loesung 2: iron-turnings; acetic acid View Scheme |
5-chloro-3-nitropyridin-2-ol
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: phosphoryl chloride; phosphorus (V)-chloride 2: iron-turnings; acetic acid View Scheme | |
Multi-step reaction with 3 steps 1: bromine; phosphorus (III)-bromide 2: iron-turnings; acetic acid 3: aqueous HCl View Scheme |
Conditions | Yield |
---|---|
With chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; caesium carbonate In tetrahydrofuran at 95℃; for 18h; Inert atmosphere; | 100% |
3-amino-2,5-dichloropyridine
chloroacetyl chloride
2-chloro-N-(2,5-dichloro-pyridin-3-yl)-acetamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Inert atmosphere; | 96% |
3-amino-2,5-dichloropyridine
3-chlorobenzoate
2,5-dichloro-N-(3-chloro-phenyl)-nicotinamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 90% |
3-amino-2,5-dichloropyridine
4,5-dichloro-1,2,3-dithiazolium chloride
(Z)-2,5-dichloro-N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)pyridin-3-amine
Conditions | Yield |
---|---|
Stage #1: 3-amino-2,5-dichloropyridine; 4,5-dichloro-1,2,3-dithiazolium chloride In dichloromethane at 20℃; for 1h; Stage #2: With 2,6-dimethylpyridine In dichloromethane at 20℃; for 2h; | 82% |
3-amino-2,5-dichloropyridine
1,3,5-trimethyl-benzene
Conditions | Yield |
---|---|
With I,I-bis(acetoxy)iodobenzene at 20℃; regioselective reaction; | 82% |
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
Stage #1: 3-amino-2,5-dichloropyridine With tetrafluoroboric acid; thionyl chloride In acetonitrile at 0℃; for 0.166667h; Stage #2: With tert.-butylnitrite In acetonitrile at 0℃; for 1h; Further stages; | 81.7% |
Stage #1: 3-amino-2,5-dichloropyridine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.666667h; Stage #2: With thionyl chloride; copper(l) chloride In water at 0℃; for 1h; Sandmeyer Reaction; | 1.85 g |
3-amino-2,5-dichloropyridine
5-chlorosalicyclaldehyde
2,8-Dichloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 110 - 120℃; for 4h; | 81% |
3-amino-2,5-dichloropyridine
5-bromosalicyclaldehyde
8-Bromo-2-chloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 110 - 120℃; for 4h; | 81% |
3-amino-2,5-dichloropyridine
2,6-dichloro-3,5-dinitrotoluene
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; | 78% |
3-amino-2,5-dichloropyridine
salicylaldehyde
2-Chloro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 110 - 120℃; for 4h; | 71% |
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
With selenium; sodium tetrahydroborate; toluene-4-sulfonic acid at 50℃; for 20h; Inert atmosphere; | 66% |
3-amino-2,5-dichloropyridine
acetyl chloride
N-(2,5-dichloro-pyridin-3-yl)-acetamide
Conditions | Yield |
---|---|
Stage #1: 3-amino-2,5-dichloropyridine; acetyl chloride In dichloromethane at 0℃; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; Inert atmosphere; | 65% |
2-Picolinic acid
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 70℃; for 12h; | 65% |
3-amino-2,5-dichloropyridine
ethyl acrylate
ethyl (E)-3-(3-amino-5-chloropyridin-2-yl)prop-2-enoate
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; palladium diacetate; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 140℃; for 30h; | 52% |
With tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; palladium diacetate; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 140℃; for 30h; Heck Reaction; | |
With tetrabutylammomium bromide; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 140℃; for 30h; |
3-amino-2,5-dichloropyridine
Benzyloxyacetyl chloride
2-(benzyloxy)-N-(2,5-dichloropyridin-3-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; | 46% |
3-amino-2,5-dichloropyridine
aniline
5-chloro-N2-phenylpyridine-2,3-diamine
Conditions | Yield |
---|---|
Stage #1: 3-amino-2,5-dichloropyridine; aniline With hydrogen bromide In water; diethylene glycol at 80℃; for 2.5h; Microwave irradiation; Stage #2: With sodium hydrogencarbonate In dichloromethane; water | 17% |
morpholine
3-amino-2,5-dichloropyridine
di-morpholin-4-yl-phosphinic acid 2,5-dichloro-pyridin-3-ylamide
Conditions | Yield |
---|---|
(i) PCl5, benzene, (ii) HCO2H, (iii) /BRN= 102549/, Et3N; Multistep reaction; |
2-Chloronicotinoyl chloride
3-amino-2,5-dichloropyridine
2-Chloro-N-(2,5-dichloro-pyridin-3-yl)-nicotinamide
Conditions | Yield |
---|---|
With pyridine In 1,4-dioxane; cyclohexane Ambient temperature; |
3-amino-2,5-dichloropyridine
8-Chloro-5-ethyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine / cyclohexane; dioxane / Ambient temperature 2: xylene / Heating 3: NaH / various solvent(s) / Heating View Scheme |
3-amino-2,5-dichloropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / cyclohexane; dioxane / Ambient temperature 2: xylene / Heating View Scheme |
3-amino-2,5-dichloropyridine
8-Chloro-5-ethyl-10-methyl-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: pyridine / cyclohexane; dioxane / Ambient temperature 2: xylene / Heating 3: NaH / various solvent(s) / Heating 4: 1.) NaH / 1.) DMSO, 2.) DMSO View Scheme |
3-amino-2,5-dichloropyridine
8-Chloro-5-ethyl-10-methyl-7-nitro-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: pyridine / cyclohexane; dioxane / Ambient temperature 2: xylene / Heating 3: NaH / various solvent(s) / Heating 4: 1.) NaH / 1.) DMSO, 2.) DMSO 5: nitronium tetrafluoroborate / acetonitrile View Scheme |
3-amino-2,5-dichloropyridine
8-Chloro-5-ethyl-10-methyl-2,7-dinitro-5,10-dihydro-4,5,6,10-tetraaza-dibenzo[a,d]cyclohepten-11-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: pyridine / cyclohexane; dioxane / Ambient temperature 2: xylene / Heating 3: NaH / various solvent(s) / Heating 4: 1.) NaH / 1.) DMSO, 2.) DMSO 5: nitronium tetrafluoroborate / acetonitrile View Scheme |
3-amino-2,5-dichloropyridine
2-Chloro-10,11-dihydro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / NaH / dimethylformamide / 4 h / 110 - 120 °C 2: 87 percent / NaBH4 / ethanol View Scheme |
3-amino-2,5-dichloropyridine
2,8-Dichloro-10,11-dihydro-5-oxa-4,11-diaza-dibenzo[a,d]cycloheptene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 81 percent / NaH / dimethylformamide / 4 h / 110 - 120 °C 2: 99 percent / NaBH4 / ethanol View Scheme |
The Molecular Structure of 2,5-Dichloropyridin-3-amine (CAS NO.78607-32-6) is
Cas Register Number: 78607-32-6
IUPAC Name: 2,5-Dichloropyridin-3-amine
Synonyms: 2,5-Dichloropyridin-3-amine ; 3-Pyridinamine, 2,5-dichloro- ; 3-Amino-2,5-dichloropyridine
Molecular formula: C5H4Cl2N2
Molecular weight: 163.004660g/mol
Product Categories: pharmacetical;Amines;Pyridines;Pyridine;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Amino-pyridine series
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 16.13 Å2
Index of Refraction: 1.622
Molar Refractivity: 38.37 cm3
Molar Volume: 108.8 cm3
Surface Tension: 56.9 dyne/cm
Density: 1.497 g/cm3
Flash Point: 127.4 °C
Enthalpy of Vaporization: 52.62 kJ/mol
Boiling Point: 287 °C at 760 mmHg
Vapour Pressure of 2,5-Dichloropyridin-3-amine (CAS NO.78607-32-6): 0.00255 mmHg at 25°C
2,5-Dichloropyridin-3-amine , whose cas register No. is 78607-32-6, can be used in organic synthesis.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S37/39:Wear suitable gloves and eye/face protection.
S36:Wear suitable protective clothing.
HazardClass: IRRITANT
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