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2-Amino-6-nitropyridine
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Name

2-Amino-6-nitropyridine

 EINECS 1312995-182-4
CAS No. 14916-63-3 Density 1.437 g/cm3
PSA 84.73000 LogP 1.67640
Solubility N/A Melting Point N/A
Formula C5H5N3O2 Boiling Point 368.05 °C at 760 mmHg
Molecular Weight 139.114 Flash Point 176.39 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 14916-63-3 (2-Amino-6-nitropyridine) Hazard Symbols N/A
Synonyms

Pyridine,2-amino-6-nitro- (8CI);6-Nitropyridin-2-amine;

Article Data 1

2-Amino-6-nitropyridine Synthetic route

2-Isocyanato-6-nitro-pyridine

14916-63-3

2-Amino-6-nitropyridine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In ethanol for 6h; Reflux;76%
50-00-0

formaldehyd

14916-63-3

2-Amino-6-nitropyridine

N-methyl-6-nitropyridin-2-amine

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

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

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