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| CAS No.: | 6298-19-7 |
|---|---|
| Name: | 2-Chloro-3-pyridinamine |
| Article Data: | 74 |
| Molecular Structure: | |
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| Formula: | C5H5ClN2 |
| Molecular Weight: | 128.561 |
| Synonyms: | Pyridine,3-amino-2-chloro- (6CI,7CI,8CI);2-Chloro-3-pyridylamine;2-Chloropyridin-3-ylamine;3-Amino-2-chloropyridine;NSC 45407;2-Chloro-3-pyridinamine;2-Chloro-3-aminopyridine; |
| EINECS: | 228-572-9 |
| Density: | 1.326 g/cm3 |
| Melting Point: | 76-78 °C(lit.) |
| Boiling Point: | 262.8 °C at 760 mmHg |
| Flash Point: | 112.7 °C |
| Solubility: | Soluble in methanol and water. (30 g/L). |
| Appearance: | off-white to yellow to pink crystalline powder |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 36/37/38 |
| Safety: | 26-36-37/39 |
| Transport Information: | UN 2811 6.1/PG 1 |
| PSA: | 38.91000 |
| LogP: | 1.89840 |
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| Conditions | Yield |
|---|---|
| Stage #1: 2-Chloro-3-nitropyridine In water at 20℃; Inert atmosphere; Stage #2: With sodium tetrahydroborate In water Inert atmosphere; | 99% |
| With sodium tetrahydroborate In water at 20℃; for 24h; | 99% |
| With titanium for 0.25h; Ambient temperature; | 98% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hypochlorite In chloroform at 10 - 30℃; Solvent; Temperature; Reagent/catalyst; | 93.1% |
| With hydrogenchloride; dihydrogen peroxide | 82% |
| Stage #1: pyridin-3-ylamine With hydrogenchloride; iron(III) chloride; chlorine In water Stage #2: With sodium hydroxide In water pH=9 - 11; | 75% |
- 102934-51-0
3-azido-2-chloropyridine
- 6298-19-7
2-chloro-3-aminopyridine
| Conditions | Yield |
|---|---|
| With iron In water at 20℃; Inert atmosphere; | 87% |
| With 2,6-di-tert-butyl-4-methyl-phenol In decalin at 144.3℃; Kinetics; Rate constant; Thermodynamic data; var. conc. of inhibitor; |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; chlorine r.t., 30 min.; then 65-75 deg C, 2 h; | 78.6% |
| With sodium hypochlorite | |
| With sodium hydroxide; chlorine Heating; | |
| Multi-step reaction with 2 steps 1: sodium hypochlorite / water / 2.5 h / 0 - 100 °C 2: dihydrogen peroxide / 1 h / 5 - 15 °C View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: pyridin-3-ylamine With hydrogenchloride In water at 30 - 35℃; Stage #2: With dihydrogen peroxide In water at 10 - 19℃; for 8.33333h; Stage #3: With sodium hydroxide In water; toluene at 25 - 35℃; Product distribution / selectivity; | A 76% B n/a |
| Stage #1: pyridin-3-ylamine With hydrogenchloride In water at 30 - 35℃; Stage #2: With chlorine In water at 15 - 20℃; for 1.5h; Stage #3: With sodium hydroxide In toku; water at 25 - 40℃; Product distribution / selectivity; | A 74% B n/a |
| With hydrogenchloride |
- 10366-35-5
2-chloronicotinamide
- 6298-19-7
2-chloro-3-aminopyridine
| Conditions | Yield |
|---|---|
| With sodium hydroxide; bromine In water 1.) 5 deg C; 2.) 75 deg C; | 72% |
| With sodium hydroxide; bromine In methanol; water | 72% |
| With sodium hydroxide; bromine In tetrahydrofuran at 5 - 70℃; Hoffmann rearrangement; |
- 5470-18-8
2-Chloro-3-nitropyridine
- 292638-85-8
acrylic acid methyl ester
A
- 6298-19-7
2-chloro-3-aminopyridine
B
- 1093347-31-9
methyl 3-[(2-chloro-3-pyridyl)amino]propanoate
| Conditions | Yield |
|---|---|
| With phenyl(2-pyridinyl)methanol In acetonitrile at 110℃; for 96h; Inert atmosphere; | A 8% B 68% |
- 917-54-4
methyllithium
A
- 6298-19-7
2-chloro-3-aminopyridine
B
- 151414-96-9
2-Chloro-3-<(1,1-dimethylethyl)amino>pyridine
| Conditions | Yield |
|---|---|
| In diethyl ether; toluene 1.) -78 deg C, 30 min, 2.) r.t., 8 h; | A 15% B 64% |
| In diethyl ether; toluene Mechanism; Product distribution; 1.) -78 deg C, 30 min, 2.) r.t., 8 h, - other organometallic reagents, other solvents; | A 15% B 64% |
| Conditions | Yield |
|---|---|
| Stage #1: C25H43ClN2O5S2Si In diphenylether at 200℃; Brook Silaketone Rearrangement; Inert atmosphere; Stage #2: With di-tert-butyl peroxide In chlorobenzene Brook Silaketone Rearrangement; Inert atmosphere; Reflux; | A 41% B 55% |
- 5470-18-8
2-Chloro-3-nitropyridine
- 353-43-5
boron dimethyl-trifluoro sulphide
A
- 6298-19-7
2-chloro-3-aminopyridine
| Conditions | Yield |
|---|---|
| In dichloromethane at 60℃; for 4h; Sealed tube; | A 51% B 21% |
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Specification
The IUPAC name of 3-Pyridinamine,2-chloro- is 2-chloropyridin-3-amine. With the CAS registry number 6298-19-7, it is also named as 3-Amino-2-chloropyridine. The product's categories are Amines; Blocks; Pyridines; Pyridines, Pyrimidines, Purines and Pteredines; Pharmacetical; Pyridine Series; Chloropyridines; Halopyridines; C5 Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Pharmaceutical Intermediate. Besides, it is off-white to yellow to pink crystalline powder, which should be stored in sealed, cool and dry place at 2-8 °C. In addition, its molecular formula is C5H5ClN2 and molecular weight is 128.56.
The other characteristics of this product can be summarized as: (1)EINECS: 228-572-9; (2)ACD/LogP: 1.03; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.03; (5)ACD/LogD (pH 7.4): 1.03; (6)ACD/BCF (pH 5.5): 3.57; (7)ACD/BCF (pH 7.4): 3.58; (8)ACD/KOC (pH 5.5): 86.62; (9)ACD/KOC (pH 7.4): 86.63; (10)#H bond acceptors: 2; (11)#H bond donors: 2; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.607; (14)Molar Refractivity: 33.47 cm3; (15)Molar Volume: 96.8 cm3; (16)Surface Tension: 54.3 dyne/cm; (17)Density: 1.326 g/cm3; (18)Flash Point: 112.7 °C; (19)Melting Point: 76-78 °C; (20)Enthalpy of Vaporization: 50.06 kJ/mol; (21)Boiling Point: 262.8 °C at 760 mmHg; (22)Vapour Pressure: 0.0107 mmHg at 25 °C.
Preparation of 3-Pyridinamine,2-chloro-: this chemical can be prepared by 2-Chloro-3-nitro-pyridine.
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This reaction needs Ti(O) at ambient temperature for 15 min. The yield is 98 %.
Uses of 3-Pyridinamine,2-chloro-: this chemical is used as an intermediate of pirenzepine. Additionally, it can react with Furan-2-carbonyl chloride to get 2-Chloro-3-(2-furoylamino)-pyridine.
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This reaction needs Pyridine at temperature of -10 °C for 5 hours. The yield is 98 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
(1)SMILES: c1cc(c(nc1)Cl)N
(2)InChI: InChI=1/C5H5ClN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2
(3)InChIKey: MEQBJJUWDCYIAB-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C5H5ClN2/c6-5-4(7)2-1-3-8-5/h1-3H,7H2
(5)Std. InChIKey: MEQBJJUWDCYIAB-UHFFFAOYSA-N