2,6-Dichloro-3-nitropyridine supplier

Name
2,6-Dichloro-3-nitropyridine
EINECS 240-151-1
CAS No. 16013-85-7
Article Data18
CAS DataBase
Density 1.629 g/cm³
Solubility
Melting Point 55-60 °C(lit.)
Formula C₅H₂Cl₂N₂O₂
Boiling Point 295.5 °C at 760 mmHg
Molecular Weight 192.989
Flash Point 132.5 °C
Transport Information
Appearance yellow crystalline powder or chunks
Safety 22-26-36/37-37/39-24-36/37/39
Risk Codes 36/37/38-42/43-43
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 2,6-dichloro-3-nitro-pyridine;2,6-Dichloro-3-Nitro Pyridine;Pyridine, 2,6-dichloro-3-nitro-;
PSA 58.71000
LogP 2.81980

Synthetic route

: 16013-84-6
2,6-dihydroxy-3-nitropyridine

: 16013-85-7
2,6-dicholoro-3-nitropyridine

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate In N,N-dimethyl-formamide at 80 - 85℃; for 6h; Solvent; Temperature; Reagent/catalyst;	92.9%

: 120-43-4
4-ethoxycarbonylpiperazine

A: 16013-85-7
2,6-dicholoro-3-nitropyridine

B: 92741-37-2
2-chloro-6-(4-ethoxycarbonyl-1-piperazinyl)-3-nitropyridine

C: 75167-21-4
4-(6-chloro-3-nitro-2-pyridinyl)-1-piperazinecarboxylic acid,ethyl ester

D: 92741-38-3
2,6-bis(4-ethoxycarbonyl-1-piperazinyl)-3-nitropyridine

Conditions

Conditions	Yield
With hydrogenchloride; triethylamine In chloroform at -5 - 0℃; for 2h;	A 1% B 8% C 91.3% D 3.1%
With hydrogenchloride; triethylamine In chloroform at -5 - 0℃; for 2h;	A 1% B 8% C 91.3% D 3.1%

...Expand

: 2402-78-0
2,6-dichloropyridine

: 16013-85-7
2,6-dicholoro-3-nitropyridine

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 120℃; for 5h; Cooling with ice;	81%
With sulfuric acid; potassium nitrate at 20 - 120℃; for 10.5h;	80%
With sulfuric acid; nitric acid In water at 20 - 105℃; for 5h;	75.38%

: 148493-34-9
(2,6-dichloropyridin-3-yl)boronic acid

: 16013-85-7
2,6-dicholoro-3-nitropyridine

Conditions

Conditions	Yield
With N–nitrosuccinimide; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In acetonitrile at 20℃; for 19h; Inert atmosphere; Irradiation;	65%

K2 CO3 powder: K2 CO3 powder

: 16013-85-7
2,6-dicholoro-3-nitropyridine

A: 40851-91-0
6-chloro-2-methoxy-3-nitropyridine

B: 38533-61-8
2-chloro-6-methoxy-3-nitropyridine

Conditions

Conditions	Yield
In methanol; ethyl acetate	A n/a B 100%
In methanol; ethyl acetate	A n/a B 100%

...Expand

: 626-58-4
4-methylpiperidin

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 885704-86-9
6'-chloro-4-methyl-3'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl

Conditions

Conditions	Yield
With potassium carbonate In toluene at 20℃; for 6.5h; Product distribution / selectivity;	100%
In ethanol at 20℃; for 15h; Product distribution / selectivity;	45%
In tetrahydrofuran

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 17061-62-0
N,N-bis(p-methoxybenzyl)amine

: 928831-85-0
6-chloro-N,N-bis(4-methoxybenzyl)-3-nitropyridin-2-amine

Conditions

Conditions	Yield
Stage #1: 2,6-dicholoro-3-nitropyridine; N,N-bis(p-methoxybenzyl)amine With triethylamine In chloroform at 0 - 20℃; Stage #2: In dichloromethane at 20℃; for 48h;	100%

: 5336-19-6
3-methyl-3-nitro-butylamine hydrochloride

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 935847-72-6
(6-chloro-3-nitro-pyridin-2-yl)-(3-methyl-3-nitro-butyl)-amine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 20h;	100%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 4244-84-2
ethyl β-alaninate hydrochloride

: 433226-12-1
ethyl 3-((6-chloro-3-nitropyridin-2-yl)amino)propanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	100%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 67-63-0
isopropyl alcohol

: 186413-77-4
6-chloro-3-nitro-2-(propan-2-yloxy)pyridine

Conditions

Conditions	Yield
With sodium hydride In toluene; mineral oil at 5 - 20℃;	100%
Stage #1: 2,6-dicholoro-3-nitropyridine; isopropyl alcohol In toluene at 0℃; for 0.25h; Stage #2: With sodium hydride In toluene at 0 - 20℃; for 16.25h; Inert atmosphere;	98%
With sodium hydride In toluene at 0 - 20℃; for 16.5h; Inert atmosphere; regioselective reaction;	93%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 3789-59-1
(R)-1-phenylpropylamine

: 6-chloro-3-nitro-N-[(1S)-1-phenylpropyl]pyridin-2-amine

Conditions

Conditions	Yield
Stage #1: 2,6-dicholoro-3-nitropyridine; (R)-1-phenylpropylamine In dichloromethane at -70 - 70℃; for 0.0833333h; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20 - 70℃; for 18h;	99.7%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 75-04-7
ethylamine

: 33742-69-7
6-chloro-N-ethyl-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With triethylamine In tert-butyl methyl ether at -5 - 20℃; Inert atmosphere;	99%
Stage #1: 2,6-dicholoro-3-nitropyridine With sodium carbonate In ethanol for 0.5h; Cooling with ice; Stage #2: ethylamine In ethanol for 0.5h;	77%
In toluene at 0 - 20℃; for 3h; Inert atmosphere;	38%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 55304-80-8
2,6-dibromo-3-nitropyridine

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid at 80℃; for 3h;	99%
With hydrogen bromide; acetic acid In water at 80℃; for 18h;	94%
With bromine; acetic acid at 50℃;	88%
With hydrogen bromide; acetic acid In water at 50℃;	87%
Stage #1: 2,6-dicholoro-3-nitropyridine With hydrogen bromide; acetic acid at 80℃; for 6h; Stage #2: With sodium hydroxide In water at 0℃;

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 75-64-9
tert-butylamine

: 1094323-29-1
N-tert-butyl-6-chloro-3-nitropyridin-2-amine

Conditions

Conditions	Yield
In toluene at 0 - 20℃; for 14.5h;	99%
In toluene at 0 - 20℃; for 16h;	79%
In tetrahydrofuran at 20℃;	46%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 109-73-9
N-butylamine

: 1094235-54-7
6-chloro-N-butyl-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With triethylamine In tert-butyl methyl ether at -5 - 20℃; Inert atmosphere;	98.4%
Stage #1: N-butylamine With sodium hydride In toluene at 0℃; Inert atmosphere; Stage #2: 2,6-dicholoro-3-nitropyridine In toluene at 20℃; Inert atmosphere;
Stage #1: 2,6-dicholoro-3-nitropyridine With potassium carbonate In ethanol Cooling with ice; Stage #2: N-butylamine In ethanol	5.5 g

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 175137-46-9
3-amino-5-cyclopropyl-1H-pyrazole

: 685867-14-5
6-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 25℃; for 24h;	98%
With N-ethyl-N,N-diisopropylamine In ethanol at 0 - 25℃; for 24h;	98%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h;	69%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2h;

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 623-51-8
ethyl 2-sulfanylacetate

: 1378233-77-2
diethyl 2,2'-[(3-nitropyridine-2,6-diyl)bissulfanediyl]diacetate

Conditions

Conditions	Yield
Stage #1: ethyl 2-sulfanylacetate With sodium hydride In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: 2,6-dicholoro-3-nitropyridine In tetrahydrofuran for 0.25h; Inert atmosphere;	97%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 78-83-1
2-methyl-propan-1-ol

: 6-chloro-2-isobutoxy-3-nitropyridine

Conditions

Conditions	Yield
With sodium hydride In toluene; mineral oil for 4.5h; Inert atmosphere; regioselective reaction;	96%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 10541-69-2
2,5-dichloro-benzylamine

: 6-chloro-N-[(2,5-dichlorophenyl)methyl]-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With sodium hydride In toluene; mineral oil at 0 - 20℃; for 18h;	96%

: 123-75-1
pyrrolidine

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 92741-40-7
6-chloro-3-nitro-2-(pyrrolidin-1-yl)pyridine

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 17h;	95%
With hydrogenchloride; triethylamine In chloroform at -5 - 0℃; for 2h;	88.4%
With triethylamine In acetonitrile at 0 - 20℃; for 3h;	85%
In dichloromethane Cooling with ice;	79%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 62476-56-6
3-amino-2,6-dichloropyridine

Conditions

Conditions	Yield
With iron; acetic acid at 20℃; for 6h;	95%
With hydrogenchloride; acetic acid; tin(ll) chloride at 20℃; for 3h;	94.8%
With hydrogen In tetrahydrofuran at 37℃; under 2250.23 Torr; for 16h; chemoselective reaction;	92%

: 121507-34-4
5-propan-2-yloxy-1H-pyrazol-3-amine

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 905587-12-4
6-chloro-N-(5-isopropoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 24h;	95%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 60℃; for 96h;	63%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 25 - 60℃; for 72h;	59%
With triethylamine In acetonitrile at 20℃; for 24h;

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 75-65-0
tert-butyl alcohol

: 1094235-39-8
C9H11ClN2O3

Conditions

Conditions	Yield
With sodium hydride In toluene at 60℃; for 0.5h; Inert atmosphere; regioselective reaction;	95%
Stage #1: tert-butyl alcohol With sodium hydride In toluene at 0℃; Inert atmosphere; Stage #2: 2,6-dicholoro-3-nitropyridine In toluene at 20℃; Inert atmosphere;

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 106-50-3
1,4-phenylenediamine

: 2-(4-aminophenylamino)-6-chloro-3-nitropyridine

Conditions

Conditions	Yield
With triethylamine In methanol at 0 - 5℃; for 2h;	95%
With triethylamine In methanol at 0 - 5℃; for 2h;	95%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 106-47-8
4-chloro-aniline

: 1097004-77-7
6-chloro-N-(4-chlorophenyl)-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 80℃; for 3h;	95%
With potassium carbonate In tert-butyl alcohol at 180℃; for 0.333333h; Microwave irradiation;	76%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: helical-1

Conditions

Conditions	Yield
Stage #1: 2,6-dicholoro-3-nitropyridine; N-tert-butoxycarbonyl-3-aminopropanol In toluene at 0℃; for 0.25h; Inert atmosphere; Stage #2: With sodium hydride In toluene; mineral oil at 0 - 20℃; for 4.83333h; Inert atmosphere;	95%
With sodium hydride In toluene; mineral oil at 0 - 20℃; for 4.5h;	95%

: 107-85-7
1-amino-3-methylbutane

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 1094388-67-6
6-chloro-N-isopentyl-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With triethylamine In tert-butyl methyl ether at -5 - 20℃; Inert atmosphere;	94.2%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: (1R)-1-[2-bromo-6-(difluoromethoxy)phenyl]but-3-en-1-amine

: N-{(1R)-1-[2-bromo-6-(difluoromethoxy)phenyl]but-3-en-1-yl}-6-chloro-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With triethylamine In dichloromethane Inert atmosphere;	94%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 27048-04-0
2-amino-6-chloro-3-nitropyridine

Conditions

Conditions	Yield
With ammonia In ethanol at 0℃; for 3h;	93.6%
Stage #1: 2,6-dicholoro-3-nitropyridine With ammonia In ethanol at 0℃; for 3h; Stage #2: In ethanol at 20℃; for 16h; Sealed tube;	93.6%
With ammonia In ethanol at 0 - 20℃;	92%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 3346-63-2
2,6-diamino-3-nitro-pyridine

Conditions

Conditions	Yield
With copper(l) iodide; ammonia In water; N,N-dimethyl-formamide at 135℃; for 3h; Sealed tube; Microwave irradiation;	93%
With zinc ammonium chloride at 220℃; for 5h; Autoclave;	78%
Multi-step reaction with 2 steps 1: ammonium hydroxide / isopropyl alcohol / 120 h / 35 °C 2: ammonium hydroxide / ethanol / 2 h / 140 °C View Scheme

: 109-01-3
1-methyl-piperazine

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 148927-24-6
6-chloro-2-(4-methyl-1-piperazinyl)-3-nitropyridine

Conditions

Conditions	Yield
In toluene for 5h; Ambient temperature;	92%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 74-89-5
methylamine

: 33742-70-0
6-chloro-N-methyl-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With sodium carbonate In ethanol at 0 - 20℃;	92%
With sodium carbonate In ethanol at 20℃; for 8h; Amination;	86%
With sodium carbonate In methanol; ethanol at 20℃; for 3h;	82%

: 16013-85-7
2,6-dicholoro-3-nitropyridine

: 107-11-9
1-amino-2-propene

: 874286-20-1
N-allyl-6-chloro-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -15 - 20℃; for 16h;	92%
With triethylamine In dichloromethane at -15 - 20℃;	85%
With triethylamine In dichloromethane at -15 - 20℃; Inert atmosphere;	85%
Stage #1: 1-amino-2-propene With sodium hydride In toluene at 0℃; Inert atmosphere; Stage #2: 2,6-dicholoro-3-nitropyridine In toluene at 20℃; Inert atmosphere;

2,6-Dichloro-3-nitropyridine Specification

The 2,6-Dichloro-3-nitropyridine, with the cas register number 16013-85-7, has other names as 3-nitro-2,6-dichloropyridine; 2,6-dichloro-3-nitropyridine; timtec-bb sbb003614; pyridine, 2,6-dichloro-3-nitro-; 2,6-dichloro-3-nitropyridine, tech., 92%; dichloronitropyridine; 2,6-dichloro-3-nitro; 2,6-dichloro-3-nitropyridine 98+%.

The characteristics of this chemical could be summarized as: (1)ACD/LogP: 1.77; (2)ACD/LogD (pH 5.5): 1.77; (3)ACD/LogD (pH 7.4): 1.77; (4)ACD/BCF (pH 5.5): 12.99; (5)ACD/BCF (pH 7.4): 12.99; (6)ACD/KOC (pH 5.5): 218.13; (7)ACD/KOC (pH 7.4): 218.13; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 58.71 ; (11)Index of Refraction: 1.603; (12)Molar Refractivity: 40.67 cm³; (13)Molar Volume: 118.4 cm³; (14)Polarizability: 16.12 ×10^-24 cm³; (15)Surface Tension: 59.3 dyne/cm; (16)Density: 1.629 g/cm³; (17)Flash Point: 132.5 °C; (18)Enthalpy of Vaporization: 51.37 kJ/mol; (19)Boiling Point: 295.5 °C at 760 mmHg Vapour Pressure: 0.00268 mmHg at 25°C.

This is a kind of yellow crystalline powder or chunks. Being a kind of irritant chemical to eyes, respiratory system and skin, it may cause inflammation to the skin or other mucous membranes and it may cause sensitisation by inhalation and skin contact. Then it is harmful, as it may cause damage to health. So while dealing with this chemical, we should be very cautious and take the following instructions. Wear suitable protective clothing, gloves and eye/face protection, and do not breathe dust. Then if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. You could also refer to WGK Germany 3 to get more safety information.

As for its usage, it is used as pharmaceutical intermediates. Its product categories are various, including pyridine; pyridine derivative; heterocycles; pyridine series; pyridines derivates; pyridines; chloropyridines; halopyridines; c5heterocyclic building blocks; halogenated heterocycles; heterocyclic building blocks.

Additionally, you could convert the following data information into the molecular structure:
SMILES:O=[N+]([O-])c1ccc(Cl)nc1Cl
InChI:InChI=1/C5H2Cl2N2O2/c6-4-2-1-3(9(10)11)5(7)8-4/h1-2H
InChIKey:SHCWQWRTKPNTEM-UHFFFAOYAF

Product Name

2,6-Dichloro-3-nitropyridine

Synthetic route

2,6-Dichloro-3-nitropyridine Specification

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