2-Amino-5-chloro-4-picoline
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2-Amino-5-chloro-4-picoline
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CAS No:
36936-27-3
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Formula:
C6H7ClN2
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Chemical Name:
2-Amino-5-chloro-4-picoline
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Synonyms:
5-CHLORO-4-METHYL-PYRIDIN-2-YLAMINE;2-AMINO-5-CHLORO-4-METHYLPYRIDINE;2-AMINO-5-CHLORO-4-PICOLINE;2-Amino-5-chloro-GAMMA-picoline;2-AMINO-5-CHLORO-4-PICOLINE (2-AMINO-5-CHLORO-4-METHYLPYRIDINE);5-chloro-4-methylpyridin-2-amine;2-Amino-5-chloro-γ-picoline;5-Chloro-4-methyl-2-pyridinamine
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CAS No:
Safety Information
36/37/38
26-36
Xi
|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Amino-5-chloro-4-picoline Use and Manufacturing
To General procedure: To a stirred solution of 2-heteroaryl amine (0.5 mmol, 1 equiv.) and MBH carbonate (0.53 mmol, 1.05 equiv.) in ethanol (0.8 mL) was heated at 65 C for 15 min. During the course of the reaction, product was precipitated which was then diluted with diethyl ether (4 mL) and filtered to get the pure product.General procedure: To a stirred solution of 2-heteroaryl amine (0.5 mmol, 1 equiv.) and MBH carbonate (0.53 mmol, 1.05 equiv.) in ethanol (0.8 mL) was heated at 65 C for 15 min. During the course of the reaction, product was precipitated which was then diluted with diethyl ether (4 mL) and filtered to get the pure product.Example 108A 5-chloro-4-methyl-3-nitropyridin-2-amine [1092] General procedure: To the solution of alcohol 4b (0.50 g, 2.67 mmol) and DMSO (0.41 g, 5.34 mmol) in ethyl acetate (5 ml) was added T3P (1.84 g, 6.68 mmol, 2.5 equiv, 50% solution in ethyl acetate) at 0 C. The resulting mixture was allowed to warm to RT and stirred for 1 h. Pyrazine-2-amine 3a (0.254 g, 2.67 mmol) was added to the above mixture and stirred for 15 min, which was followed by the addition of isocyanide 1c (0.33 g, 4.01 mmol) at room temperature and stirring for 4 h. Progress of the reaction was monitored by TLC. After the reaction was complete, the reaction mixture was diluted with ethyl acetate and neutralized with aqueous sodium bicarbonate solution. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (25 mL × 2), the combined organic phases were washed with water, brine solution, dried over anhydrous sodium sulfate, and concentrated under vacuum to afford a crude product, which was purified on silica gel using ethyl acetate and petroleum ether.
Computed Properties
Molecular Weight:142.58
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:142.0297759
Monoisotopic Mass:142.0297759
Topological Polar Surface Area:38.9
Heavy Atom Count:9
Complexity:97.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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