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14432-16-7 Usage

Chemical Properties

light yellow solid

Check Digit Verification of cas no

The CAS Registry Mumber 14432-16-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,4,3 and 2 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14432-16:
(7*1)+(6*4)+(5*4)+(4*3)+(3*2)+(2*1)+(1*6)=77
77 % 10 = 7
So 14432-16-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H4ClN2O3/c6-5-3-4(8(10)11)1-2-7(5)9/h1-3,5H/q+1

14432-16-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (B21707)  2-Chloro-4-nitropyridine N-oxide, 97%   

  • 14432-16-7

  • 2.5g

  • 377.0CNY

  • Detail
  • Alfa Aesar

  • (B21707)  2-Chloro-4-nitropyridine N-oxide, 97%   

  • 14432-16-7

  • 10g

  • 1226.0CNY

  • Detail
  • Alfa Aesar

  • (B21707)  2-Chloro-4-nitropyridine N-oxide, 97%   

  • 14432-16-7

  • 50g

  • 4683.0CNY

  • Detail
  • Aldrich

  • (534269)  2-Chloro-4-nitropyridineN-oxide  95%

  • 14432-16-7

  • 534269-5G

  • 759.33CNY

  • Detail
  • Aldrich

  • (534269)  2-Chloro-4-nitropyridineN-oxide  95%

  • 14432-16-7

  • 534269-25G

  • 2,534.22CNY

  • Detail

14432-16-7Synthetic route

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

2-chloropyridine-N-oxide

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

2-chloro-4-nitropyridine-N-oxide

Conditions
ConditionsYield
nitration;93%
With sulfuric acid; nitric acid at 90℃; for 4h;78%
With sulfuric acid; nitric acid for 2h; Nitration;72%
2-chloro-4-nitropyridine
23056-36-2

2-chloro-4-nitropyridine

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

2-chloro-4-nitropyridine-N-oxide

Conditions
ConditionsYield
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%
2-chloropyridine N-oxide hydrochloride
20295-64-1

2-chloropyridine N-oxide hydrochloride

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

2-chloro-4-nitropyridine-N-oxide

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 90 - 100℃; for 2.5h;82.5%
With sodium hydroxide; nitric acid In sulfuric acid37%
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
2-chloropyridine
109-09-1

2-chloropyridine

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

2-chloro-4-nitropyridine-N-oxide

Conditions
ConditionsYield
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
2-aminopyridine N-oxide
14150-95-9

2-aminopyridine N-oxide

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

2-chloro-4-nitropyridine-N-oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: concentrated sulfuric acid; peroxomonosulfuric acid
3: concentrated sulfuric acid; nitric acid
View Scheme
4-carboxy-2-nitropyridine N-oxide
2403-02-3

4-carboxy-2-nitropyridine N-oxide

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

2-chloro-4-nitropyridine-N-oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: concentrated sulfuric acid; nitric acid
View Scheme
2-chloropyridine-N-oxide
2402-95-1

2-chloropyridine-N-oxide

A

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

2-chloro-4-nitropyridine-N-oxide

B

2-Chloro-4-nitropyidine-N oxide

2-Chloro-4-nitropyidine-N oxide

Conditions
ConditionsYield
With sulfuric acid; nitric acid
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

1-amino-propan-2-ol

1-amino-propan-2-ol

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

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

Conditions
ConditionsYield
In ethanol at 80℃; for 13h;99%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

4-Amino-2-chloropyridine

Conditions
ConditionsYield
With hydrogenchloride; iron In ethanol for 3h; Reduction; Heating;95%
With hydrogen; Ra-Ni In methanol90%
With hydrogenchloride; iron In ethanol; water Reflux;85%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

2,4-dichloropyridine 1-oxide

Conditions
ConditionsYield
With acetyl chloride at 70 - 75℃; for 0.416667h;94%
With acetyl chloride for 0.666667h;80%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

sodium methylate
124-41-4

sodium methylate

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

2-chloro-4-methoxypyridine N-oxide

Conditions
ConditionsYield
With sulfuric acid; nitric acid In methanol at 20℃; for 48h;94%
In methanol
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

dimethyl amine
124-40-3

dimethyl amine

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

2-(dimethylamino)-4-nitropyridine 1-oxide

Conditions
ConditionsYield
In tetrahydrofuran; ethanol at 90℃; for 5h;91%
In water at 100℃; Inert atmosphere; Sealed tube;
(S)-N-(2,6-diisopropyl-phenyl)pyrrolidine-2-carboxamide
943784-90-5

(S)-N-(2,6-diisopropyl-phenyl)pyrrolidine-2-carboxamide

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

2-chloro-4-nitropyridine-N-oxide

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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 70℃; for 10h;90%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

2-chloro-4-nitropyridine

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethaneu for 4h; Reflux;88%
With phosphorus trichloride In chloroform at 20℃; Heating / reflux;78%
With ethyl acetate; phosphorus trichloride
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

(2S)-N-benzhydrylpyrrolidine-2-carboxamide

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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 70℃; for 10h;88%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

histamine
51-45-6

histamine

A

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

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

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

Conditions
ConditionsYield
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;
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

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

ethyl 1'-(4-nitro-1-oxidopyridin-2-yl)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
ConditionsYield
With triethylamine In tert-Amyl alcohol at 50℃;87%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

1-thiopropane
107-03-9

1-thiopropane

A

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

2-chloro-4-(propylsulfanyl)pyridine-N-oxide

B

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

4-nitro-2-(propylsulfanyl)pyridine-N-oxide

Conditions
ConditionsYield
With sodium acetate In ethanol at 50℃;A 86%
B 10%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

(2S)-N-phenylpyrrolidine-2-carboxamide
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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 70℃; for 10h;86%
(S)-N-(2,6-diethylphenyl)pyrrolidine-2-carboxamide

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

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

2-chloro-4-nitropyridine-N-oxide

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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 70℃; for 10h;85%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

L-proline tert-butylamide
128018-18-8

L-proline tert-butylamide

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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 70℃; for 10h;82%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

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

methyl 1'-(4-nitro-1-oxidopyridin-2-yl)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
ConditionsYield
With triethylamine In tert-Amyl alcohol at 50℃;79%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 70℃; for 10h;78%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

cyclohexylamine
108-91-8

cyclohexylamine

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

cyclohexyl-(4-nitro-1-oxy-pyridin-2-yl)-amine

Conditions
ConditionsYield
In ethanol at 80℃; for 13h;76%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

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

isopropyl 1'-(4-nitro-1-oxidopyridin-2-yl)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
ConditionsYield
With triethylamine In tert-Amyl alcohol at 50℃;75%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

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

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
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
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;75%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

methylamine
74-89-5

methylamine

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

2-methylamino-4-nitropyridine N-oxide

Conditions
ConditionsYield
74%
methanol
67-56-1

methanol

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

2-chloro-4-nitropyridine-N-oxide

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

2-chloro-4-methoxypyridine N-oxide

Conditions
ConditionsYield
With sodium hydride at 0℃; for 0.5h;70%
methanol
67-56-1

methanol

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

2-chloro-4-nitropyridine-N-oxide

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

2,4-dimethoxypyridine N-oxide

Conditions
ConditionsYield
With sodium for 1h; Heating;70%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

2,6-dichloro-4-nitro-pyridine

Conditions
ConditionsYield
With trichlorophosphate at 110℃; for 2.5h;70%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

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

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

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

Conditions
ConditionsYield
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%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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

(S)-N-methyl-N-phenyl-pyrrolidine-2-carboxamide

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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 70℃; for 10h;70%
2-chloro-4-nitropyridine-N-oxide
14432-16-7

2-chloro-4-nitropyridine-N-oxide

tert-butyl 3-aminopiperidine-1-carboxylate

tert-butyl 3-aminopiperidine-1-carboxylate

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

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

Conditions
ConditionsYield
In ethanol at 80℃; for 13h;67%
morpholine
110-91-8

morpholine

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

2-chloro-4-nitropyridine-N-oxide

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

2-(N-morpholinyl)-4-nitropyridine N-oxide

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

14432-16-7Relevant articles and documents

-

Finger,Starr

, p. 2674 (1959)

-

A 2 - chloro -4 - aminopyridine preparation method

-

Paragraph 0016; 0019; 0021; 0023; 0025; 0028; 0030, (2019/05/28)

The invention belongs to the field of organic synthesis, in particular relates to a 2 - chloro - 4 - aminopyridine preparation method, comprises the following steps: (1) to 2 - chloro pyridine as raw materials, chloroform as solvent, under the action of the meta-chloroperoxybenzoic acid to produce 2 - chloro pyridine oxide; (2) 2 - chloro pyridine oxide by the concentrated nitric acid in concentrated sulfuric acid the acid produced by the reaction of a 2 - chloro - 4 - nitro pyridine nitrogen oxides; (3) 2 - chloro - 4 - nitro pyridine nitrogen oxide reduction is 2 - chloro - 4 - aminopyridine. The beneficial effect of the invention is: mild reaction conditions, is easy to operate, after treatment is simple, and easy to enlarge production, is extremely suitable for industrial production; good catalytic effect, high yield; low prices of raw materials, the production cost is low.

Design and synthesis of purine analogues as highly specific ligands for FcyB, a ubiquitous fungal nucleobase transporter

Lougiakis, Nikolaos,Gavriil, Efthymios-Spyridon,Kairis, Markelos,Sioupouli, Georgia,Lambrinidis, George,Benaki, Dimitra,Krypotou, Emilia,Mikros, Emmanuel,Marakos, Panagiotis,Pouli, Nicole,Diallinas, George

, p. 5941 - 5952 (2016/11/09)

In the course of our study on fungal purine transporters, a number of new 3-deazapurine analogues have been rationally designed, based on the interaction of purine substrates with the Aspergillus nidulans FcyB carrier, and synthesized following an effective synthetic procedure. Certain derivatives have been found to specifically inhibit FcyB-mediated [3H]-adenine uptake. Molecular simulations have been performed, suggesting that all active compounds interact with FcyB through the formation of hydrogen bonds with Asn163, while the insertion of hydrophobic fragments at position 9 and N6 of 3-deazaadenine enhanced the inhibition.

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