7-Chloro-2-hydroxyquinoline
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7-Chloro-2-hydroxyquinoline
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CAS No:
22614-72-8
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Formula:
C9H6ClNO
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Chemical Name:
7-Chloro-2-hydroxyquinoline
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Synonyms:
7-CHLOROQUINOLIN-2(1H)-ONE;7-CHLORO-2-QUINOLONE;7-CHLORO-2-HYDROXYQUINOLINE;7-Chloro-1H-quinolin-2-one;7-CHLORO-2-HYDROXYQUINOLINE, 98+%
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CAS No:
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
7-Chloro-2-hydroxyquinoline Use and Manufacturing
General procedure: Quinolin-2(1H)-one (1.45 g, 10 mmol), K2CO3(1.38 g, 10 mmol), and dry DMF (50 mL) were stirred at rt for 30 min. To this solution was added 2-bromoacetophenone (1.99 g, 10 mmol) in dry DMF (10 mL) in one portion. The resulting mixture was continued to stir at rt for 24 h (TLC monitoring), and then poured into ice-water (100 mL). The mixture was extracted with CH2Cl2(3×75 mL). The organic layer was combined, washed with H2O, dried (Na2SO4), and then evaporated to give a brown solid which was purified by column chromatography on silica gel (AcOEt/Hexane 1:1). The proper fractions were combined and evaporated to furnish a residual solid which was crystallized from CH2Cl2 /Et2O 1:10 to afford 13a (1.74 g, 66 percent) and 13b (0.17 g, 7 percent).General procedure: Quinolin-2(1H)-one (1.45 g, 10 mmol), K2CO3(1.38 g, 10 mmol), and dry DMF (50 mL) were stirred at rt for 30 min. To this solution was added 2-bromoacetophenone (1.99 g, 10 mmol) in dry DMF (10 mL) in one portion. The resulting mixture was continued to stir at rt for 24 h (TLC monitoring), and then poured into ice-water (100 mL). The mixture was extracted with CH2Cl2(3×75 mL). The organic layer was combined, washed with H2O, dried (Na2SO4), and then evaporated to give a brown solid which was purified by column chromatography on silica gel (AcOEt/Hexane 1:1). The proper fractions were combined and evaporated to furnish a residual solid which was crystallized from CH2Cl2 /Et2O 1:10 to afford 13a (1.74 g, 66 percent) and 13b (0.17 g, 7 percent).
Computed Properties
Molecular Weight:179.60
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:179.0137915
Monoisotopic Mass:179.0137915
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:227
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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