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Basic Information
CAS No.: 14432-12-3
Name: 4-Amino-2-chloropyridine
Molecular Structure:
Molecular Structure of 14432-12-3 (4-Amino-2-chloropyridine)
Formula: C5H5ClN2
Molecular Weight: 128.561
Synonyms: 2-chloro-1H-pyridin-4-amine;2-chloro-4-aminopyridine;2-Chloropyridin-4-amine;2-Chloro-4-Pyridinamine;2-Chloro-4-Amino pyridine;2-chloro-pyridin-4-ylamine;2-chloro-4,5-difluoro Benzoic acid;
EINECS: 238-403-0
Density: 1.326 g/cm3
Melting Point: 90-94 °C(lit.)
Boiling Point: 299.9 °C at 760 mmHg
Flash Point: 135.2 °C
Solubility: Slightly soluble in water.
Appearance: White powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 38.91000
LogP: 1.89840
Synthetic route
23056-36-2

2-chloro-4-nitropyridine

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
With titanium for 0.25h;98%
With [Zn(BH4)2(py)] In tetrahydrofuran for 2h; Heating;96%
With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; chemoselective reaction;95%
14432-16-7

2-chloro-4-nitropyridine-N-oxide

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%
26452-80-2

2,4-dichloropyridine

A

19798-80-2

2-Amino-4-chloropyridine

B

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
With ammonium hydroxide at 170 - 180℃;
With ammonium hydroxide at 180℃;
70696-29-6

2-chloroisonicotinoyl azide

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
With acetic acid
26452-80-2

2,4-dichloropyridine

ammonium hydroxide

A

19798-80-2

2-Amino-4-chloropyridine

B

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
at 180℃;
109-09-1

2-chloropyridine

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 91 percent / aq. H2O2 / trifluoroacetic acid / 4 h
2: 72 percent / aq. HNO3, H2SO4 / 2 h
3: 95 percent / iron powder, aq. HCl / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 30percent aq. H2O2, AcOH / 48 h / 60 °C
2: HNO3, conc. H2SO4 / 2.5 h / 90 °C
3: 90 percent / H2 / Ra-Ni / methanol
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C
2: nitric acid; sulfuric acid / 90 °C
3: iron; hydrogenchloride / ethanol; water / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / chloroform / 10 h / 25 °C
2: sulfuric acid; nitric acid / 0 - 100 °C
3: iron; hydrogenchloride / ethanol; water / Reflux
View Scheme
2402-95-1

2-chloropyridine-N-oxide

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / aq. HNO3, H2SO4 / 2 h
2: 95 percent / iron powder, aq. HCl / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: HNO3, conc. H2SO4 / 2.5 h / 90 °C
2: 90 percent / H2 / Ra-Ni / methanol
View Scheme
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; nitric acid
2: acetic acid; iron-powder / anschliessend mit Zink-Pulver unter Zusatz von wenig wss. HgCl2
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / 90 °C
2: iron; hydrogenchloride / ethanol; water / Reflux
View Scheme
1124-33-0

4-nitraminopyridine N-oxide

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuryl chloride / 110 °C
2: aqueous NH3 / 180 °C
View Scheme
626-03-9

3-deazauracil

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphoryl chloride / 140 °C
2: aqueous NH3 / 180 °C
View Scheme
14432-16-7

2-chloro-4-nitropyridine-N-oxide

142-96-1

dibutyl ether

14432-12-3

4-Amino-2-chloropyridine

Conditions
ConditionsYield
With potassium hydroxide; iron; acetic acid In diethyl ether; ethanol; water; Petroleum ether
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Specification

The 2-Chloro-4-Pyridinamine, with its CAS registry number 14432-12-3, has the IUPAC name of 2-chloropyridin-4-amine. This is a kind of white powder, and its product categories are including Pyridine; Fine Chemical & Intermediates; Amines; blocks; Pyridines, Pyrimidines, Purines and Pteredines; Chloropyridines; Halopyridines; Halogenated Heterocycles; Heterocyclic Building Blocks. When comes to its usage, it is often used as in the application of medicine, pesticide intermediates and pigment, and it could also be used as an additive of plant growth regulator.

The characteristics of this chemical are as below: (1)ACD/LogP: 1.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.15; (4)ACD/LogD (pH 7.4): 1.21; (5)ACD/BCF (pH 5.5): 4.21; (6)ACD/BCF (pH 7.4): 4.92; (7)ACD/KOC (pH 5.5): 93.06; (8)ACD/KOC (pH 7.4): 108.74; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 16.13; (13)Index of Refraction: 1.607; (14)Molar Refractivity: 33.47 cm3; (15)Molar Volume: 96.8 cm3; (16)Polarizability: 13.27×10-24 cm3; (17)Surface Tension: 54.3 dyne/cm; (18)Density: 1.326 g/cm3; (19)Flash Point: 135.2 °C; (20)Enthalpy of Vaporization: 53.99 kJ/mol; (21)Boiling Point: 299.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00116 mmHg at 25°C; (23)Exact Mass:  128.014126; (24)MonoIsotopic Mass:  128.014126; (25)Topological Polar Surface Area:  38.9; (26)Heavy Atom Count:  8; (27)Complexity:  76.8.

When you are using this chemical, you should be very careful. For being irritating to eyes, respiratory system and skin, this chemical may cause inflammation to the skin or other mucous membranes. Due to the above hazard information, you should wear suitable protective clothing, gloves and eye/face protection. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

What's more, the following datas could be converted into the molecular structure:
(1)Canonical SMILES: C1=CN=C(C=C1N)Cl
(2)InChI: InChI=1S/C5H5ClN2/c6-5-3-4(7)1-2-8-5/h1-3H,(H2,7,8)
(3)InChIKey: BLBDTBCGPHPIJK-UHFFFAOYSA-N