4-Chloro-2-hydroxy-3-nitropyridine
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4-Chloro-2-hydroxy-3-nitropyridine
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CAS No:
165547-79-5
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Formula:
C5H3ClN2O3
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Chemical Name:
4-Chloro-2-hydroxy-3-nitropyridine
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Synonyms:
4-CHLORO-3-NITRO-2-PYRIDONE;4-CHLORO-3-NITROPYRIDONE;4-Chloro-2-hydroxy-3-nitropyridine;4-Chloro-3-nitro-2-hydroxypyridine;2--3--4-;4-Chloro-3-nitropyridin-2-ol;2-HYDROXY-3-NITRO-4-CHLOROPYRIDINE;4-Chloro-3-nitro-1H-pyridin-2-one
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CAS No:
4-Chloro-2-hydroxy-3-nitropyridine Basic Attributes
174.54
173.983215
149557
-0
DTXSID50333951
2933399090
Characteristics
74.9
0.6
1.61±0.1 g/cm3(Predicted)
222-224°C
283.4±40.0 °C(Predicted)
153.8±26.5 °C
1.637
Insoluble in water.
0.00316mmHg at 25°C
Safety Information
36/37/38
26-36
Xi
|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 6 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-Chloro-2-hydroxy-3-nitropyridine Use and Manufacturing
To 2, 4-dihydroxy-3-nitropyridine (5.00 g, 0.032 mol) at 0 °COxalyl chloride (4.07, 0.032 mol) and 5 drops of DMF were added dropwise to dichloromethane (80 mL).The reaction was allowed to rise at room temperature for 4 hours. After the reaction was completed, dichloromethane (100 mL) was added.Wash with saturated sodium bicarbonate solution, water and saturated brine.Dry over anhydrous sodium sulfate. filter, Concentration under reduced pressure gave the product (5.00 g, 89percent).To a mixture of DMF (7 mL) and acetonitrile (75 mL) was added a solution of oxalyl chloride (8.2 mL, 96.15 mmol) in acetonitrile (15 mL) in drop wise manner. After complete addition, the solution was stirred for 10 minute, and 3- nitropyridine-2 , 4-diol (10 g, 64.10 mmol) was added thereto, and the mixture was continued to stir at room temperature for 30 minutes. The reaction completion was confirmed by TLC, then the acetonitrile was removed under vacuum. The resulting residue was diluted with ice cold water (100 mL) , and the precipitated solid was collected by filtration, and washed with cold water (20 mL) followed by n-hexane (20 mL) . The obtained solid was dried under vacuum to give the title compound (90 g, 81 percent) . MS (ESI) m/z: 174.9 (M+l) ; (1)(1)b)
Computed Properties
Molecular Weight:174.54
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:173.9832197
Monoisotopic Mass:173.9832197
Topological Polar Surface Area:74.9
Heavy Atom Count:11
Complexity:276
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-Chloro-2-hydroxy-3-nitropyridine
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