2,4-Dichloropyridine-3-carboxylic acid
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2,4-Dichloropyridine-3-carboxylic acid
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CAS No:
262423-77-8
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Formula:
C6H3Cl2NO2
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Chemical Name:
2,4-Dichloropyridine-3-carboxylic acid
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Synonyms:
2,4-Dichloronicotinc Acid;2,4-Dichloropyridine-3-carboxylic acid;2,4-DICHLORONICOTINIC ACID,98%;2,4-Dichloronicotinic acid;2,4-Dichloropyridine-3-carboxylic acid, 3-Carboxy-2,4-dichloropyridine;2,4- twochlorine nicotinic acid
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CAS No:
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,4-Dichloropyridine-3-carboxylic acid Use and Manufacturing
To a solution of compound 63A (10 g, 68 mmol, 1.0 eq) in dry THF (50 mL) was added freshly made LDA (121 .6 mmol, in 60 mL THF, 1.8 eq) at -78 °C. The mixture was stirred at -78 °C for half hour before bubbled with dry C0Step 1-1 Under a nitrogen stream, diisopropylamine (198 ml) and tetrahydrofuran (1000 ml) were mixed, and n-butyllithium (2.76M, 500 ml) was added dropwise under cooling in dry ice/hexane bath. After stirring in the dry ice/hexane bath for 1 hr, 2, 4-dichloropyridine was added dropwise. After stirring under cooling in the dry ice/hexane bath for 1 hr, carbon dioxide was blown until the temperature rise ceased while preventing a temperature of not less than -60° C. Carbon dioxide was further blown for 30 min under cooling in the dry ice/hexane bath, and 4N hydrochloric acid (1000 ml) was added dropwise. The aqueous layer was extracted twice with ethyl acetate (each 1000 ml, 500 ml). The organic layers were combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained solid was slurried in hexane to give the compound described in the above-mentioned scheme (243 g, 96percent).To a solution of 2, 4-dichloropyridine (7 g, 47.3 mmol) in THF (70 mL) at - 78°C was added a 2M solution of LDA in THF (28.4 mL, 56.8 mmol) and stirred for 30 min. The reaction mixture was quenched with excess dry ice and stirred for 30 min at RT. After neutralizing with 1.5N HC1, the reaction mixture was diluted with ethyl acetate (100 mL) and washed with brine (2x50 mL) and water (100 mL). The organic layer was separated, dried over NaEXAMPLE 14A Preparation of 2, 4-Dichloronicotinic acid
Computed Properties
Molecular Weight:192.00
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:190.9540837
Monoisotopic Mass:190.9540837
Topological Polar Surface Area:50.2
Heavy Atom Count:11
Complexity:165
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2,4-Dichloropyridine-3-carboxylic acid
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