2-Chloro-4-nitropyridine 1-oxide supplier

Name
2-Chloro-4-nitropyridine 1-oxide
EINECS 238-404-6
CAS No. 14432-16-7
Article Data23
CAS DataBase
Density 1.62 g/cm³
Solubility
Melting Point 52-56 °C(lit.)
Formula C₅H₃ClN₂O₃
Boiling Point 405.9 °C at 760 mmHg
Molecular Weight 174.543
Flash Point 199.3 °C
Transport Information UN 2811 6.1/PG 3
Appearance light yellow solid
Safety 26-36-45-36/37/39-28
Risk Codes 23/24/25-36/37/38
Molecular Structure
Hazard Symbols T
Synonyms 2-Chloro-4-nitropyridine N-oxide;NSC 527701;Pyridine,2-chloro-4-nitro-, 1-oxide;
PSA 71.28000
LogP 2.19990

Synthetic route

: 2402-95-1
2-chloropyridine-N-oxide

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

Conditions

Conditions	Yield
nitration;	93%
With sulfuric acid; nitric acid at 90℃; for 4h;	78%
With sulfuric acid; nitric acid for 2h; Nitration;	72%

: 23056-36-2
2-chloro-4-nitropyridine

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

Conditions

Conditions	Yield
Stage #1: 2-chloro-4-nitropyridine With urea hydrogen peroxide adduct; trifluoroacetic acid In dichloromethane at 0 - 20℃; for 72h; Stage #2: With sodium dithionite In dichloromethane; water for 0.25h; Stage #3: With hydrogenchloride In dichloromethane; water	90%
With urea hydrogen peroxide adduct; trifluoroacetic anhydride In dichloromethane at 0 - 20℃; for 4.5h;	84%

: 20295-64-1
2-chloropyridine N-oxide hydrochloride

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 90 - 100℃; for 2.5h;	82.5%
With sodium hydroxide; nitric acid In sulfuric acid	37%
With sulfuric acid; nitric acid In (2S)-N-methyl-1-phenylpropan-2-amine hydrate
With sulfuric acid; nitric acid In (2S)-N-methyl-1-phenylpropan-2-amine hydrate

: 109-09-1
2-chloropyridine

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / aq. H2O2 / trifluoroacetic acid / 4 h 2: 72 percent / aq. HNO3, H2SO4 / 2 h View Scheme
Multi-step reaction with 2 steps 1: 30percent aq. H2O2, AcOH / 48 h / 60 °C 2: HNO3, conc. H2SO4 / 2.5 h / 90 °C View Scheme
Multi-step reaction with 2 steps 1: H2O2 / acetic anhydride 2: HNO3, H2SO4 View Scheme

: 14150-95-9
2-aminopyridine N-oxide

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid; peroxomonosulfuric acid 3: concentrated sulfuric acid; nitric acid View Scheme

: 2403-02-3
4-carboxy-2-nitropyridine N-oxide

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: concentrated sulfuric acid; nitric acid View Scheme

: 2402-95-1
2-chloropyridine-N-oxide

A: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

B 2-Chloro-4-nitropyidine-N oxide: 2-Chloro-4-nitropyidine-N oxide

Conditions

Conditions	Yield
With sulfuric acid; nitric acid

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 1-amino-propan-2-ol

: 1-(4-nitro-1-oxy-pyridin-2-ylamino)-propan-2-ol

Conditions

Conditions	Yield
In ethanol at 80℃; for 13h;	99%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 14432-12-3
4-Amino-2-chloropyridine

Conditions

Conditions	Yield
With hydrogenchloride; iron In ethanol for 3h; Reduction; Heating;	95%
With hydrogen; Ra-Ni In methanol	90%
With hydrogenchloride; iron In ethanol; water Reflux;	85%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 13602-59-0
2,4-dichloropyridine 1-oxide

Conditions

Conditions	Yield
With acetyl chloride at 70 - 75℃; for 0.416667h;	94%
With acetyl chloride for 0.666667h;	80%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 124-41-4
sodium methylate

: 38608-87-6
2-chloro-4-methoxypyridine N-oxide

Conditions

Conditions	Yield
With sulfuric acid; nitric acid In methanol at 20℃; for 48h;	94%
In methanol

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 124-40-3
dimethyl amine

: 36100-42-2
2-(dimethylamino)-4-nitropyridine 1-oxide

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol at 90℃; for 5h;	91%
In water at 100℃; Inert atmosphere; Sealed tube;

: 943784-90-5
(S)-N-(2,6-diisopropyl-phenyl)pyrrolidine-2-carboxamide

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: (S)-2-(2-((2,6-diisopropylphenyl)carbamoyl)pyrrolidin-1-yl)-4-nitropyridine 1-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 10h;	90%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 23056-36-2
2-chloro-4-nitropyridine

Conditions

Conditions	Yield
With phosphorus trichloride In dichloromethaneu for 4h; Reflux;	88%
With phosphorus trichloride In chloroform at 20℃; Heating / reflux;	78%
With ethyl acetate; phosphorus trichloride

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 748149-61-3
(2S)-N-benzhydrylpyrrolidine-2-carboxamide

: (S)-2-(2-(benzhydrylcarbamoyl)pyrrolidin-1-yl)-4-nitropyridine 1-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 10h;	88%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 51-45-6
histamine

A: 4-{[2-(1H-Imidazol-4-yl)ethyl]amino}-2-chloropyridine

B: [2-(1H-Imidazol-4-yl)-ethyl]-(5-nitro-1-oxy-pyridin-2-yl)-amine

Conditions

Conditions	Yield
With potassium hydrogencarbonate In isopropyl alcohol at 21℃; for 72h;	A 87% B n/a
With potassium hydrogencarbonate In isopropyl alcohol at 21℃; for 72h;

...Expand

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 937255-13-5
ethyl spiro[indole-3,4'-piperidine]-1(2H)-dicarboxylate

: 937255-16-8
ethyl 1'-(4-nitro-1-oxidopyridin-2-yl)spiro[indole-3,4'-piperidine]-1(2H)-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In tert-Amyl alcohol at 50℃;	87%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 107-03-9
1-thiopropane

A: 1186127-82-1
2-chloro-4-(propylsulfanyl)pyridine-N-oxide

B: 1186127-84-3
4-nitro-2-(propylsulfanyl)pyridine-N-oxide

Conditions

Conditions	Yield
With sodium acetate In ethanol at 50℃;	A 86% B 10%

...Expand

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 25746-83-2, 64030-43-9, 104261-87-2
(2S)-N-phenylpyrrolidine-2-carboxamide

: (S)-4-nitro-2-(2-(phenylcarbamoyl)pyrrolidin-1-yl)pyridine 1-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 10h;	86%

: (S)-N-(2,6-diethylphenyl)pyrrolidine-2-carboxamide

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: (S)-2-(2-((2,6-diethylphenyl)carbamoyl)pyrrolidin-1-yl)-4-nitropyridine 1-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 10h;	85%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 128018-18-8
L-proline tert-butylamide

: (S)-2-(2-(tert-butylcarbamoyl)pyrrolidin-1-yl)-4-nitropyridine 1-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 10h;	82%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 937255-12-4
methyl spiro[indole-3,4'-piperidine]-1(2H)-dicarboxylate

: 937255-15-7
methyl 1'-(4-nitro-1-oxidopyridin-2-yl)spiro[indole-3,4'-piperidine]-1(2H)-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In tert-Amyl alcohol at 50℃;	79%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 875542-94-2
(S)-N-(3,5-bis(trifluoromethyl)phenyl)pyrrolidine-2-carboxamide

: (S)-2-(2-((3,5-bis(trifluoromethyl)phenyl)carbamoyl)pyrrolidin-1-yl)-4-nitropyridine 1-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 10h;	78%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 108-91-8
cyclohexylamine

: 75291-50-8
cyclohexyl-(4-nitro-1-oxy-pyridin-2-yl)-amine

Conditions

Conditions	Yield
In ethanol at 80℃; for 13h;	76%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 937255-14-6
isopropyl spiro[indole-3,4'-piperidine]-1(2H)-dicarboxylate

: 937255-17-9
isopropyl 1'-(4-nitro-1-oxidopyridin-2-yl)spiro[indole-3,4'-piperidine]-1(2H)-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In tert-Amyl alcohol at 50℃;	75%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 291509-79-0
7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

: 1231750-46-1
7-methoxy-3-(4'-nitro-1'-oxy-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-1.3.4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;	75%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 74-89-5
methylamine

: 75291-48-4
2-methylamino-4-nitropyridine N-oxide

Conditions

Conditions	Yield
	74%

: 67-56-1
methanol

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 38608-87-6
2-chloro-4-methoxypyridine N-oxide

Conditions

Conditions	Yield
With sodium hydride at 0℃; for 0.5h;	70%

: 67-56-1
methanol

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 6890-63-7
2,4-dimethoxypyridine N-oxide

Conditions

Conditions	Yield
With sodium for 1h; Heating;	70%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 25194-01-8
2,6-dichloro-4-nitro-pyridine

Conditions

Conditions	Yield
With trichlorophosphate at 110℃; for 2.5h;	70%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 937254-70-1
2,3-dihydrospiro[indene-1,4-piperidine]-3-amine

: 937254-71-2
1'-(4-nitro-1-oxidopyridin-2-yl)-2,3-dihydrospiro[indene-1,4'-piperidin]-3-amine

Conditions

Conditions	Yield
Stage #1: 2,3-dihydrospiro[indene-1,4-piperidine]-3-amine With sodium carbonate In 4-methyl-2-pentanone at 110℃; for 3h; Stage #2: 2-chloro-4-nitropyridine-N-oxide In 4-methyl-2-pentanone at 80℃;	70%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 1173169-85-1
(S)-N-methyl-N-phenyl-pyrrolidine-2-carboxamide

: (S)-2-(2-(methyl(phenyl)carbamoyl)pyrrolidin-1-yl)-4-nitropyridine 1-oxide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 10h;	70%

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: tert-butyl 3-aminopiperidine-1-carboxylate

: 3-(4-nitro-1-oxy-pyridin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
In ethanol at 80℃; for 13h;	67%

: 110-91-8
morpholine

: 14432-16-7
2-chloro-4-nitropyridine-N-oxide

: 35981-62-5
2-(N-morpholinyl)-4-nitropyridine N-oxide

Conditions

Conditions	Yield
In ethanol at 20℃; for 3h;	63%
In ethanol

2-Chloro-4-nitropyridine 1-oxide Chemical Properties

The Molecular Structure of 2-Chloro-4-nitropyridine 1-oxide (CAS NO.14432-16-7):

Empirical Formula: C₅H₃ClN₂O₃
Molecular Weight: 174.5419
Nominal Mass: 174 Da
Average Mass: 174.5419 Da
Monoisotopic Mass: 173.98322 Da
Index of Refraction: 1.629
Molar Refractivity: 38.1 cm³
Molar Volume: 107.1 cm³
Surface Tension: 67 dyne/cm
Density: 1.62 g/cm³
Flash Point: 199.3 °C
Enthalpy of Vaporization: 63.2 kJ/mol
Boiling Point: 405.9 °C at 760 mmHg
Melting Point :151-155°C
Vapour Pressure: 1.98E-06 mmHg at 25°C
Appearance: light yellow solid
IUPAC Name: 2-chloro-4-nitro-1-oxidopyridin-1-ium
Synonyms: Otava-bb bb7017520053 ; Aurora 23245 ; (2-Chloropyridin-4-yl)(hydroxy)oxoammonium ; 2-Chloro-4-nitropyridine 1-oxide ; 2-Chloro-4-nitropyridine-n-oxide ; Akos bbs-00001358 ; 2-Chloro-4-nitro-1-oxidopyridin-1-ium ; 2-Chloro-4-nitropyridine-n-oxide ,97%
Product Categories: Pyridine;Pyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks

2-Chloro-4-nitropyridine 1-oxide Safety Profile

Hazard Codes: Toxic T
Risk Statements: 23/24/25-36/37/38
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-45-36/37/39-28
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S28:After contact with skin, wash immediately with plenty of soap-suds
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3

Product Name

2-Chloro-4-nitropyridine 1-oxide

Synthetic route

2-Chloro-4-nitropyridine 1-oxide Chemical Properties

2-Chloro-4-nitropyridine 1-oxide Safety Profile

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