2-Amino-6-chloro-3-nitropyridine supplier

Name
2-Amino-6-chloro-3-nitropyridine
EINECS 248-188-5
CAS No. 27048-04-0
Article Data37
CAS DataBase
Density 1.596 g/cm³
Solubility Slightly soluble in water. Soluble in dimethyl sulfoxide and chloroform.
Melting Point 195-196 °C
Formula C₅H₄ClN₃O₂
Boiling Point 339.9 °C at 760 mmHg
Molecular Weight 173.559
Flash Point 159.4 °C
Transport Information
Appearance Yellow powder
Safety 22-26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Pyridine,2-amino-6-chloro-3-nitro- (8CI);6-Chloro-3-nitro-2-pyridinamine;6-Chloro-3-nitropyridin-2-ylamine;6-Chloro-3-nitro-2-pyridylamine;6-chloro-3-nitropyridin-2-amine;
PSA 84.73000
LogP 2.32980

Synthetic route

: 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

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

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

Conditions

Conditions	Yield
With ammonia In ethanol	A n/a B 65%

: 4548-45-2
2-chloro-5-nitropyridine

A: 52559-13-4
4,6-diamino-2-chloro-5-nitropyridine

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

Conditions

Conditions	Yield
With potassium permanganate; ammonia at -33℃; for 5h;	A 12% B 57%

: 4548-45-2
2-chloro-5-nitropyridine

A: 4214-76-0
5-nitro-pyridin-2-ylamine

B: 2604-39-9
4-amino-2-chloro-5-nitropyridine

C: 5418-51-9
5-nitro-2-pyridone

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

Conditions

Conditions	Yield
With potassium permanganate; ammonia; potassium amide	A 43% B 6% C 5% D 10%
With ammonia; potassium amide at -33℃; for 1h; Product distribution; Mechanism; also in the presence of potassium permanganate; also for 2-chloro-3,5-dinitropyridine;	A 40% B n/a C 12% D n/a

...Expand

: 4548-45-2
2-chloro-5-nitropyridine

A: 2604-39-9
4-amino-2-chloro-5-nitropyridine

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

Conditions

Conditions	Yield
With O-Methylhydroxylamin; potassium tert-butylate; zinc(II) chloride In various solvent(s) Ambient temperature;	A 13% B 9%

: 211555-30-5
2-amino-3-nitro-6-hydroxypyridine

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

Conditions

Conditions	Yield
With trichlorophosphate at 100℃;
With trichlorophosphate at 20 - 100℃;

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

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. NH3 / 72 h 2: HBr; AcOH / 60 °C 3: POCl3 / 100 °C View Scheme

: 73896-36-3
6-methoxy-3-nitropyridin-2-amine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HBr; AcOH / 60 °C 2: POCl3 / 100 °C View Scheme

: 2402-78-0
2,6-dichloropyridine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / -15 - 150 °C 2: ammonium hydroxide / 5 h / 50 °C View Scheme
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 100 - 105 °C 2: ammonium hydroxide / isopropyl alcohol / 72 h / 35 °C View Scheme
Multi-step reaction with 2 steps 1: potassium nitrate; sulfuric acid / 10.5 h / 20 - 120 °C 2: ammonia / ethanol / 0 - 20 °C View Scheme

: 110-91-8
morpholine

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

: 144435-16-5
2-amino-6-(morpholin-4-yl)-3-nitropyridine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	100%
at 70℃; for 5h;	92%
With triethylamine In isopropyl alcohol at 110℃; for 0.25h; Microwave irradiation;	86%

: (R)-piperidin-3-yl(pyrrolidin-1-yl)methanone hydrochloride

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

: (R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl) (pyrrolidin-1-yl)methanone

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 10 - 80℃; for 1h; Inert atmosphere;	100%
Stage #1: (R)-piperidin-3-yl(pyrrolidin-1-yl)methanone hydrochloride With triethylamine In acetonitrile at 15 - 20℃; for 1.5h; Large scale; Stage #2: 2-amino-6-chloro-3-nitropyridine In acetonitrile at 38 - 42℃; for 3h; Temperature; Time; Large scale;	66%
With triethylamine In acetonitrile at 15 - 42℃; Large scale;	66%

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

: 124-40-3
dimethyl amine

: N2,N2-dimethyl-5-nitropyridine-2,6-diamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	100%

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

: 351447-13-7
6-iodo-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With hydrogen iodide In water at 25℃; for 72h; Inert atmosphere;	100%

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

: 140-75-0
para-fluorobenzylamine

: 33400-49-6
2-amino-3-nitro-6-(p-fluoro-benzylamino)-pyridine

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol for 3h; Reflux; Inert atmosphere;	99%
With triethylamine In isopropyl alcohol for 10h; Reflux;	98.8%
With triethylamine In methanol at 80℃; for 10h;	97.2%

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

: 252944-01-7
2-(2-aminoethyl)amino-6-amino-5-nitropyridine

Conditions

Conditions	Yield
In methanol; ethyl acetate; ethylenediamine; acetonitrile	99%

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

: 100-81-2
3-methyl-benzenemethanamine

: N2-(3-methylbenzyl)-5-nitropyridine-2,6-diamine

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol for 3h; Reflux; Inert atmosphere;	99%

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

: 3367-95-1
N,N-diethylpiperidine-3-carboxamide

: 1-(6-amino-5-nitropyridin-2-yl)-N,N-diethylpiperidine-3-carboxamide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 20 - 110℃;	98%

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

: 2393-23-9
4-methoxy-benzylamine

: N6-[(4-methoxyphenyl)methyl]-3-nitropyridine-2,6-diamine

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol for 12h; Reflux;	98%
With triethylamine In isopropyl alcohol for 3h; Reflux; Inert atmosphere;	84%

: 2,6-diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester half oxalate

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

: 6-(6-amino-5-nitropyridin-2-yl)-2,6-diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere;	98%

: 858671-91-7
tert‐butyl 2,5‐diazabicyclo[2.2.2]octane‐2‐carboxylate

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

: 5-(6-amino-5-nitropyridin-2-yl)-2,5-diazabicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 80℃; for 3h;	96.17%

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

: 104-84-7
para-methylbenzylamine

: N2-(4-methylbenzyl)-5-nitropyridine-2,6-diamine

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol for 3h; Reflux; Inert atmosphere;	96%

: 1583-88-6
4-fluoro-2-phenethylamine

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

: N2-(4-fluorophenethyl)-5-nitropyridine-2,6-diamine

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol for 3h; Reflux; Inert atmosphere;	96%
With triethylamine In isopropyl alcohol at 120℃; for 0.333333h; Microwave irradiation;	90%

: 62937-96-6
1-ethanesulfonylpiperazine

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

: 6-(4-(ethylsulfonyl)piperazin-1-yl)-3-nitropyridin-2-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 85℃; for 1h;	95%

: 103-90-2
4-acetaminophenol

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

: 433226-07-4
3-nitro-6-(4-acetamidophenoxy)pyridine-2-ylamine

Conditions

Conditions	Yield
With potassium carbonate In water; N,N-dimethyl-formamide	94%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;

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

: 100-46-9
benzylamine

: 21626-43-7
N6-benzyl-3-nitro-pyridine-2,6-diamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 19h;	93.8%
With triethylamine In isopropyl alcohol for 3h; Reflux; Inert atmosphere;	91%
With triethylamine In 1,4-dioxane

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

: 40851-95-4
6-chloropyridine-2,3-diamine

Conditions

Conditions	Yield
With iron; ammonium chloride In water; ethyl acetate at 20℃; for 24h;	93.7%
With iron; ammonium chloride In water; isopropyl alcohol at 90℃; for 1h;	91%
With sodium tetrahydroborate In ethanol; water at 20℃; for 4h; chemoselective reaction;	91%

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

: 25137-01-3
(R)-ethyl nipecotate

: (R)-ethyl 1-(6-amino-5-nitropyridin-2-yl)piperidine-3-carboxylate

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 20 - 100℃; for 18h; Solvent; Temperature; Time;	93.5%

: 72235-52-0
2,4-Difluoro-benzylamine

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

: 157840-46-5
N2-(2,4-difluorobenzyl)-5-nitropyridine-2,6-diamine

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol for 3h; Reflux; Inert atmosphere;	93%
With triethylamine In 1,4-dioxane

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

: 404018-21-9
N-(piperidin-4-yl)-(indol-3-yl)acetamide

: 404018-25-3
N-(6'-amino-5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-2-(1H-indol-3-yl)-acetamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Heating;	93%

: 405-66-3
(4-Fluoro-benzyl)-methyl-amine

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

: 2-amino-6-[(4-fluorobenzyl)(methyl)amino]-3-nitropyridine

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol Reflux;	93%

: 7-azaspiro[3.5]decane hydrochloride

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

: 3-nitro-6-(7-azaspiro[3.5]decane-7-yl)pyridin-2-amine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 80℃; for 12h;	93%

: 103-76-4
1-(2-hydroxyethyl)piperazine

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

: 2-[4-(6-amino-5-nitropyridin-2-yl)piperazin-1-yl]ethan-1-ol

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol at 110℃; for 0.25h; Microwave irradiation;	93%

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

: 6‐amino‐5‐nitropyridine‐2‐thiol

Conditions

Conditions	Yield
With sodium sulfide nonahydrate; sulfur; sodium hydroxide In ethanol for 2.5h; Reflux;	92.7%
With sodiumsulfide nonahydrate; sulfur; sodium hydroxide In ethanol for 2.5h; Reflux;	92.7%
With sulfur; sodiumsulfide nonahydrate; sodium hydroxide In ethanol Reflux;

: 108-24-7
acetic anhydride

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

: 139086-97-8
2-acetamido-6-chloro-3-nitropyridine

Conditions

Conditions	Yield
With sulfuric acid; acetic acid for 2h; Heating;	92%

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

: 203794-33-6
2-amino-5,6-dichloro-3-nitropyridine

Conditions

Conditions	Yield
With N-chloro-succinimide; acetic acid at 100℃; for 2h; Temperature; Reagent/catalyst;	92%
With chlorine In ethanol at 0℃; for 0.666667h;	76%
With chlorine In ethanol at 0℃; for 1h;	76%
With N-chloro-succinimide; acetic acid at 100℃; for 2h;	46%

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

: 302912-34-1
2,4-difluoroethynylbenzene

: 1380094-28-9
6-[2-(2,4-difluorophenyl)ethynyl]-3-nitro-pyridin-2-amine

Conditions

Conditions	Yield
Stage #1: 2-amino-6-chloro-3-nitropyridine With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In acetonitrile at 0 - 5℃; for 0.166667h; Inert atmosphere; Stage #2: 2,4-difluoroethynylbenzene In acetonitrile at 30℃; for 1h; Product distribution / selectivity;	92%

: 874-89-5
4-Cyanobenzyl alcohol

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

: 1541987-83-0
4-[[(6-amino-5-nitropyridin-2-yl)oxy]methyl]benzonitrile

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 3h;	92%

: (R)-N,N-dimethylpiperidine-3-carboxamide hydrochloride

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

: (R)-1-(6-amino-5-nitropyridin-2-yl)-N,N-dimethylpiperidine-3-carboxamide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 100℃;	91%
With triethylamine In dimethyl sulfoxide at 20 - 110℃; Inert atmosphere;	72%

2-Amino-6-chloro-3-nitropyridine Chemical Properties

Molecular structure of 2-Amino-6-chloro-3-nitropyridine(CAS NO.27048-04-0) is:

CAS Registry Number: 27048-04-0
IUPAC Name: 6-Chloro-3-nitropyridin-2-amine
Molecular Weight: 173.55716 [g/mol]
Molecular Formula: C₅H₄ClN₃O₂
XLogP3-AA: 1.8
H-Bond Donor: 1
H-Bond Acceptor: 4
Index of Refraction: 1.657
EINECS: 248-188-5
Molar Refractivity: 40.02 cm³
Molar Volume: 108.7 cm³
Surface Tension: 73.7 dyne/cm
Density: 1.596 g/cm³
Flash Point: 159.4 °C
Enthalpy of Vaporization: 58.34 kJ/mol
Boiling Point: 339.9 °C at 760 mmHg
Vapour Pressure: 8.89E-05 mmHg at 25°C
Melting Point: 195-196 °C
Product Categories: Amines;blocks;NitroCompounds;Pyridines;Pyridine;pyridine derivative

2-Amino-6-chloro-3-nitropyridine Safety Profile

Hazard Codes of 2-Amino-6-chloro-3-nitropyridine(CAS NO.27048-04-0): Xi
Hazard Note: Irritant

2-Amino-6-chloro-3-nitropyridine Specification

2-Amino-6-chloro-3-nitropyridine, its cas register number is 27048-04-0. It also can be called 2-Pyridinamine,6-chloro-3-nitro- ; 2-Amino-6-chloro-3-nitropyridine ; 6-Amino-2-chloro-5-nitropyridine ; 6-Chloro-3-nitro-2-pyridinamine ; 6-Chloro-3-nitropyridin-2-amine ; 6-Chloro-3-nitropyridin-2-ylamine . It is a yellow powder.

Product Name

2-Amino-6-chloro-3-nitropyridine

Synthetic route

2-Amino-6-chloro-3-nitropyridine Chemical Properties

2-Amino-6-chloro-3-nitropyridine Safety Profile

2-Amino-6-chloro-3-nitropyridine Specification

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