2-Amino-6-nitropyridine supplier

Name
2-Amino-6-nitropyridine
EINECS 1312995-182-4
CAS No. 14916-63-3
Article Data1
CAS DataBase
Density 1.437 g/cm³
Solubility
Melting Point
Formula C₅H₅N₃O₂
Boiling Point 368.05 °C at 760 mmHg
Molecular Weight 139.114
Flash Point 176.39 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Pyridine,2-amino-6-nitro- (8CI);6-Nitropyridin-2-amine;
PSA 84.73000
LogP 1.67640

Synthetic route

: 2-Isocyanato-6-nitro-pyridine

: 14916-63-3
2-Amino-6-nitropyridine

Conditions

Conditions	Yield
With hydrogenchloride In benzene for 1h; Heating; Yield given;

: 14916-63-3
2-Amino-6-nitropyridine

: 79-04-9
chloroacetyl chloride

: 2-chloro-N-(2-(6-nitro)pyridinyl)acetamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	91%

: 2398-37-0
3-methoxyphenyl bromide

: 14916-63-3
2-Amino-6-nitropyridine

: N-(3-methoxyphenyl)-6-nitropyridin-2-amine

Conditions

Conditions	Yield
Stage #1: 3-methoxyphenyl bromide With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 75℃; for 0.333333h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere; Stage #2: 2-Amino-6-nitropyridine In 1,4-dioxane at 105℃; for 0.5h; Inert atmosphere; Schlenk technique;	80%

: 88-88-0
2,4,6-trinitrochlorobenzene

: 14916-63-3
2-Amino-6-nitropyridine

: 1282032-14-7
6-nitro-2-picrylaminopyridine

Conditions

Conditions	Yield
In ethanol for 6h; Reflux;	76%

: 50-00-0
formaldehyd

: 14916-63-3
2-Amino-6-nitropyridine

: N-methyl-6-nitropyridin-2-amine

Conditions

Conditions	Yield
Stage #1: formaldehyd; 2-Amino-6-nitropyridine With sodium methylate In methanol at 50℃; for 16h; Stage #2: With methanol; sodium tetrahydroborate at 50℃; for 16h;	45%

: 405175-13-5
4-((pyrimidin-2-ylamino)methyl)benzaldehyde

: 14916-63-3
2-Amino-6-nitropyridine

: N-(4-(((6-nitropyridin-2-yl)amino)methyl)benzyl)pyrimidin-2-amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 72h; Molecular sieve;	17%

: 14916-63-3
2-Amino-6-nitropyridine

: 1-(2-methoxyphenyl)-4-(2-(2-(5-fluoro)aminopyridinyl)ethyl)piperazine

: 1-(2-methoxyphenyl)-4-(2-(2-(6-nitro)aminopyridinyl)ethyl)piperazine

Conditions

Conditions	Yield
With triethylamine In acetonitrile Heating;	10%

: 14916-63-3
2-Amino-6-nitropyridine

: 2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-N-(6-nitro-pyridin-2-yl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / Et3N / tetrahydrofuran / 20 °C 2: 89 percent / K2CO3 / dimethylformamide / 5 h / 60 °C View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: 94166-64-0
2-nitro-6-chloro-pyridine

Conditions

Conditions	Yield
With tert.-butylnitrite; copper dichloride In tetrahydrofuran at 65℃; for 1h;

: 14916-63-3
2-Amino-6-nitropyridine

: 1211333-18-4
5-bromo-6-nitro-pyridin-2-ylamine

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 0 - 20℃; Product distribution / selectivity; Inert atmosphere; Darkness;

: 88-88-0
2,4,6-trinitrochlorobenzene

: 14916-63-3
2-Amino-6-nitropyridine

: 1282032-17-0
6-nitro-2-picrylaminopyridine N-oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / 6 h / Reflux 2: dihydrogen peroxide; acetic acid / methanol View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C24H26N6O4S

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: dichloromethane / 20 °C 2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr 3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux 4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice 4.2: 1 h / 20 °C / Inert atmosphere View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C17H20N6O2

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: dichloromethane / 20 °C 2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr 3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux 4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice 4.2: 1 h / 20 °C / Inert atmosphere 5.1: sodium ethanolate / ethanol / Heating View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C15H18N6O

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: dichloromethane / 20 °C 2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr 3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux 4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice 4.2: 1 h / 20 °C / Inert atmosphere 5.1: sodium ethanolate / ethanol / Heating 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice View Scheme

Yield

Multi-step reaction with 6 steps
1.1: dichloromethane / 20 °C
2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr
3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux
4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice
4.2: 1 h / 20 °C / Inert atmosphere
5.1: sodium ethanolate / ethanol / Heating
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C15H17ClN6

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: dichloromethane / 20 °C 2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr 3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux 4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice 4.2: 1 h / 20 °C / Inert atmosphere 5.1: sodium ethanolate / ethanol / Heating 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice 7.1: thionyl chloride / dichloromethane / 1 h / 70 °C View Scheme

Yield

Multi-step reaction with 7 steps
1.1: dichloromethane / 20 °C
2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr
3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux
4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice
4.2: 1 h / 20 °C / Inert atmosphere
5.1: sodium ethanolate / ethanol / Heating
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
7.1: thionyl chloride / dichloromethane / 1 h / 70 °C
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C16H17N7

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: dichloromethane / 20 °C 2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr 3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux 4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice 4.2: 1 h / 20 °C / Inert atmosphere 5.1: sodium ethanolate / ethanol / Heating 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice 7.1: thionyl chloride / dichloromethane / 1 h / 70 °C 8.1: dimethyl sulfoxide / 10 h / 40 °C View Scheme

Yield

Multi-step reaction with 8 steps
1.1: dichloromethane / 20 °C
2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr
3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux
4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice
4.2: 1 h / 20 °C / Inert atmosphere
5.1: sodium ethanolate / ethanol / Heating
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
7.1: thionyl chloride / dichloromethane / 1 h / 70 °C
8.1: dimethyl sulfoxide / 10 h / 40 °C
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

A: C16H17N7

B: C16H17N7

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: dichloromethane / 20 °C 2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr 3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux 4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice 4.2: 1 h / 20 °C / Inert atmosphere 5.1: sodium ethanolate / ethanol / Heating 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice 7.1: thionyl chloride / dichloromethane / 1 h / 70 °C 8.1: dimethyl sulfoxide / 10 h / 40 °C 9.1: isopropyl alcohol / Resolution of racemate View Scheme

Yield

Multi-step reaction with 9 steps
1.1: dichloromethane / 20 °C
2.1: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr
3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux
4.1: sodium hydride / tetrahydrofuran / 1 h / Inert atmosphere; Cooling with ice
4.2: 1 h / 20 °C / Inert atmosphere
5.1: sodium ethanolate / ethanol / Heating
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
7.1: thionyl chloride / dichloromethane / 1 h / 70 °C
8.1: dimethyl sulfoxide / 10 h / 40 °C
9.1: isopropyl alcohol / Resolution of racemate
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C10H15N3O2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 20 °C 2: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C23H24N6O4S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dichloromethane / 20 °C 2: hydrogenchloride; platinum(IV) oxide; hydrogen / ethanol; water / 16 h / 50 °C / 2585.81 Torr 3: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / Reflux View Scheme

: 70-23-5
ethyl Bromopyruvate

: 14916-63-3
2-Amino-6-nitropyridine

: C10H9N3O4

Conditions

Conditions	Yield
In dichloromethane at 20℃;

: 14916-63-3
2-Amino-6-nitropyridine

: 329926-24-1
(R)-N-[4-{2-aminopyrid-6-ylsulphonyl}-2,3-dichlorophenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tert.-butylnitrite; copper dichloride / tetrahydrofuran / 1 h / 65 °C 2.1: sodium hydrogencarbonate; sodium sulfite / water / 1 h / 75 °C 2.2: 4 h / 75 °C 3.1: hydrogenchloride; iron / ethanol; water / 1 h / 75 °C View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: 329927-02-8
(R)-N-[4-{2-nitropyridyl}-6-sulphonyl-2,3,dichlorophenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tert.-butylnitrite; copper dichloride / tetrahydrofuran / 1 h / 65 °C 2.1: sodium hydrogencarbonate; sodium sulfite / water / 1 h / 75 °C 2.2: 4 h / 75 °C View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: 2-methoxy-4-((6-nitropyridin-2-yl)(propyl)amino)benzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere 1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere 3.1: trichlorophosphate / 0.5 h / 0 - 20 °C 3.2: 80 °C View Scheme

Yield

Multi-step reaction with 3 steps
1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere
1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere
3.1: trichlorophosphate / 0.5 h / 0 - 20 °C
3.2: 80 °C
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: (E)-2-cyano-3-(2-methoxy-4-((6-nitropyridin-2-yl)(propyl)amino)phenyl)acrylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere 1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere 3.1: trichlorophosphate / 0.5 h / 0 - 20 °C 3.2: 80 °C 4.1: piperidine; [2.2.2]cryptande / acetonitrile / 85 °C View Scheme

Yield

Multi-step reaction with 4 steps
1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere
1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere
3.1: trichlorophosphate / 0.5 h / 0 - 20 °C
3.2: 80 °C
4.1: piperidine; [2.2.2]cryptande / acetonitrile / 85 °C
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: C19H18(18)FN3O3

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere 1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere 3.1: trichlorophosphate / 0.5 h / 0 - 20 °C 3.2: 80 °C 4.1: piperidine; [2.2.2]cryptande / acetonitrile / 85 °C 5.1: (18F)-fluoride; potassium carbonate / acetonitrile; water; dimethyl sulfoxide / 0.25 h / 130 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere
1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere
3.1: trichlorophosphate / 0.5 h / 0 - 20 °C
3.2: 80 °C
4.1: piperidine; [2.2.2]cryptande / acetonitrile / 85 °C
5.1: (18F)-fluoride; potassium carbonate / acetonitrile; water; dimethyl sulfoxide / 0.25 h / 130 °C
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: N-(3-methoxyphenyl)-6-nitro-N-propylpyridin-2-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere 1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 2 steps
1.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.33 h / 75 °C / Schlenk technique; Inert atmosphere
1.2: 0.5 h / 105 °C / Inert atmosphere; Schlenk technique
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: (S)-N-methyl-N-(6-nitropyridin-2-yl)-2-oxooxazolidine-4-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium methylate / methanol / 16 h / 50 °C 1.2: 16 h / 50 °C 2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / acetonitrile / 0.5 h / 0 °C 2.2: 1 h / 0 °C / Inert atmosphere View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: (S)-N-methyl-3-(6-methyl-4-(trifluoromethyl)pyridin-2-yl)-N-(6-nitropyridin-2-yl)-2-oxooxazolidine-4-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium methylate / methanol / 16 h / 50 °C 1.2: 16 h / 50 °C 2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / acetonitrile / 0.5 h / 0 °C 2.2: 1 h / 0 °C / Inert atmosphere 3.1: potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: (S)-N-(6-aminopyridin-2-yl)-N-methyl-3-(6-methyl-4-(trifluoromethyl)pyridin-2-yl)-2-oxooxazolidine-4-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium methylate / methanol / 16 h / 50 °C 1.2: 16 h / 50 °C 2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / acetonitrile / 0.5 h / 0 °C 2.2: 1 h / 0 °C / Inert atmosphere 3.1: potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere 4.1: hydrogen; palladium on activated carbon / ethanol / 16 h / 20 °C / 775.74 Torr View Scheme

Yield

Multi-step reaction with 4 steps
1.1: sodium methylate / methanol / 16 h / 50 °C
1.2: 16 h / 50 °C
2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / acetonitrile / 0.5 h / 0 °C
2.2: 1 h / 0 °C / Inert atmosphere
3.1: potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
4.1: hydrogen; palladium on activated carbon / ethanol / 16 h / 20 °C / 775.74 Torr
View Scheme

: 14916-63-3
2-Amino-6-nitropyridine

: (S)-tert-butyl (6-(N-methyl-3-(6-methyl-4-(trifluoromethyl)pyridin-2-yl)-2-oxooxazolidine-4-carboxamido)pyridin-2-yl)carbamate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium methylate / methanol / 16 h / 50 °C 1.2: 16 h / 50 °C 2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / acetonitrile / 0.5 h / 0 °C 2.2: 1 h / 0 °C / Inert atmosphere 3.1: potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere 4.1: hydrogen; palladium on activated carbon / ethanol / 16 h / 20 °C / 775.74 Torr 5.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium methylate / methanol / 16 h / 50 °C
1.2: 16 h / 50 °C
2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / acetonitrile / 0.5 h / 0 °C
2.2: 1 h / 0 °C / Inert atmosphere
3.1: potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
4.1: hydrogen; palladium on activated carbon / ethanol / 16 h / 20 °C / 775.74 Torr
5.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C
View Scheme

2-Amino-6-nitropyridine Specification

The 2-Amino-6-nitropyridine, with the cas registry number 14916-63-3, has the systematic name of 6-nitropyridin-2-amine. It belongs to the product categories of Nitro and Pyridines. And the molecular formula of the chemical is C₅H₅N₃O₂.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.11; (4)ACD/LogD (pH 7.4): 1.11; (5)ACD/BCF (pH 5.5): 4.14; (6)ACD/BCF (pH 7.4): 4.14; (7)ACD/KOC (pH 5.5): 96.2; (8)ACD/KOC (pH 7.4): 96.2; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 61.95 Å²; (13)Index of Refraction: 1.645; (14)Molar Refractivity: 35.12 cm³; (15)Molar Volume: 96.7 cm³; (16)Polarizability: 13.92×10^-24cm³; (17)Surface Tension: 72.8 dyne/cm; (18)Density: 1.437 g/cm³; (19)Flash Point: 176.4 °C; (20)Enthalpy of Vaporization: 61.47 kJ/mol; (21)Boiling Point: 368 °C at 760 mmHg; (22)Vapour Pressure: 1.31E-05 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=[N+]([O-])c1nc(N)ccc1
(2)InChI: InChI=1/C5H5N3O2/c6-4-2-1-3-5(7-4)8(9)10/h1-3H,(H2,6,7)
(3)InChIKey: JMAGBGSWLILKOC-UHFFFAOYAF

Product Name

2-Amino-6-nitropyridine

Synthetic route

2-Amino-6-nitropyridine Specification

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