methanol
1-(9-anthryl)methyloxy-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
9-(methoxymethyl)anthracene
Conditions | Yield |
---|---|
In methanol Ambient temperature; Irradiation; | A n/a B n/a C 30% |
methanol
1-(pyren-1-ylmethyloxy)-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
methyl 1-pyrenylmethyl ether
Conditions | Yield |
---|---|
Ambient temperature; Irradiation; | A 19.4% B 5% C 4.1% |
1-(pyren-1-ylmethyloxy)-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
pyrene-1-aldehyde
D
1-pyrenemethanol
Conditions | Yield |
---|---|
In methanol Ambient temperature; Irradiation; | A 19.4% B 5% C 17.3% D 3% |
1-(pyren-1-ylmethyloxy)-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
pyrene-1-aldehyde
D
methyl 1-pyrenylmethyl ether
Conditions | Yield |
---|---|
In methanol Ambient temperature; Irradiation; | A 19.4% B 5% C 4.1% D 17.3% |
1-(pyren-1-ylmethyloxy)-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
1-pyrenemethanol
D
methyl 1-pyrenylmethyl ether
Conditions | Yield |
---|---|
In methanol Ambient temperature; Irradiation; | A 19.4% B 5% C 3% D 17.3% |
Conditions | Yield |
---|---|
With Perbenzoic acid; chloroform |
Conditions | Yield |
---|---|
With hydrogenchloride; water |
Conditions | Yield |
---|---|
With palladium on activated charcoal; ethanol Hydrogenation; |
Conditions | Yield |
---|---|
With palladium on activated charcoal; ethanol Hydrogenation; | |
With hydrogenchloride; water |
1-(9-anthryl)methyloxy-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
9-hydroxymethylanthracene
D
9-anthracene aldehyde
Conditions | Yield |
---|---|
In methanol Ambient temperature; Irradiation; |
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
With sodium hydroxide; water |
methanol
1-(9-anthryl)methyloxy-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
9-hydroxymethylanthracene
D
9-(methoxymethyl)anthracene
Conditions | Yield |
---|---|
at 20℃; for 0.5h; Product distribution; Further Variations:; irradiation time; Irradiation; | A 8.3 % Chromat. B 22.9 % Chromat. C 6.0 % Chromat. D 22.4 % Chromat. |
methanol
1-(pyren-1-ylmethyloxy)-2-pyridone
A
2-Pyridone
B
1-Hydroxy-2-pyridon
C
pyrene-1-aldehyde
D
methyl 1-pyrenylmethyl ether
Conditions | Yield |
---|---|
at 20℃; Product distribution; Irradiation; | A 19.4 % Chromat. B 5.0 % Chromat. C 17.3 % Chromat. D 4.1 % Chromat. |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethanol 2: acetic acid; hydrogen peroxide 3: hydrochloric acid; water View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzyl alcohol; coal 2: palladium/charcoal; ethanol / Hydrogenation View Scheme |
2-ethoxypyridine
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid; hydrogen peroxide 2: hydrochloric acid; water View Scheme |
2-benzyloxypyridine
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: chloroform 2: hydrochloric acid; water View Scheme |
1-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)pyridin-2(1H)-one
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
With water; dihydrogen peroxide In water at 20℃; for 24h; pH=7.5; Kinetics; Time; Concentration; aq. buffer; | |
Multi-step reaction with 2 steps 1: hydrogenchloride; water / 3 h 2: dihydrogen peroxide / 0.5 h / 20 °C / pH 7.5 / HEPES buffer View Scheme |
1-hydroxypyridin-2(1H)-one-β-D-glucopyranoside
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
With almond β-glucosidase at 37℃; for 1h; pH=7.5; aq. buffer; Enzymatic reaction; |
4-(((2-oxopyridin-1(2H)-yl)oxy)methyl)phenylboronic acid
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
With dihydrogen peroxide at 20℃; for 0.5h; pH=7.5; Kinetics; HEPES buffer; |
1-Hydroxy-2-pyridon
3-Phenylpropionic acid
2(1H)-oxo-1-pyridyl 3-phenylpropanoate
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane | 100% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Glovebox; | 100% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 70℃; for 5h; Inert atmosphere; Glovebox; | 98% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; Glovebox; | 98% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium bicarbonate; triethylamine In dichloromethane | 96% |
With triethylamine In dichloromethane for 0.5h; Ambient temperature; | 95% |
1-Hydroxy-2-pyridon
2',3',5'-tris-O-(tert-butyldimethylsilyl)-O6-(mesitylsulfonyl)-2-fluoro-inosine
2',3',5'-tris-O-(tert-butyldimethylsilyl)-2-fluoro-O6-(2-oxopyridin-1(2H)-yl)inosine
Conditions | Yield |
---|---|
Stage #1: 2',3',5'-tris-O-(tert-butyldimethylsilyl)-O6-(mesitylsulfonyl)-2-fluoro-inosine With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane at 20℃; for 1h; Inert atmosphere; Stage #2: 1-Hydroxy-2-pyridon In 1,4-dioxane at 20℃; for 3.5h; Inert atmosphere; | 96% |
1-Hydroxy-2-pyridon
dimethylsilicon dichloride
Me2Si(1-oxo-2-pyridinone)Cl
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Glovebox; | 96% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox; | 95% |
Conditions | Yield |
---|---|
In methanol; dichloromethane at 20℃; | 94% |
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
In methanol; dichloromethane to soln. ((Tp(Ph,Me))ZnOH) in CH2Cl2 soln. 1-hydroxy-2(1H)-pyridinone inMeOH and stirred overnight under N2 atm.; soln. was evapd. to dryness, residue was dissolved in benzene and filtered, pentane diffusion; elem. anal.; | 94% |
1-Hydroxy-2-pyridon
2',3',5'-tris-O-(tert-butyldimethylsilyl)-N2-cyclopropyl-O6-(mesitylsulfonyl)guanosine
2',3',5'-tris-O-(tert-butyldimethylsilyl)-N2-cyclopropyl-O6-(2-oxopyridin-1(2H)-yl)guanosine
Conditions | Yield |
---|---|
Stage #1: 2',3',5'-tris-O-(tert-butyldimethylsilyl)-N2-cyclopropyl-O6-(mesitylsulfonyl)guanosine With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane at 20℃; for 1h; Inert atmosphere; Stage #2: 1-Hydroxy-2-pyridon With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20℃; for 3.5h; Inert atmosphere; | 94% |
1-Hydroxy-2-pyridon
3',5'-bis-O-(tert-butyldimethylsilyl)-O6-[(2,4,6-trimethylphenyl)sulfonyl]-2'-deoxyguanosine
3',5'-bis-O-(tert-butyldimethylsilyl)-O6-(2-oxopyridin-1(2H)-yl)-2'-deoxyguanosine
Conditions | Yield |
---|---|
Stage #1: 3',5'-bis-O-(tert-butyldimethylsilyl)-O6-[(2,4,6-trimethylphenyl)sulfonyl]-2'-deoxyguanosine With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane at 20℃; for 1h; Inert atmosphere; Stage #2: 1-Hydroxy-2-pyridon With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20℃; for 3.5h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox; | 93% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox; | 93% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox; | 92% |
With triethylamine In tetrahydrofuran | 70% |
1-Hydroxy-2-pyridon
Conditions | Yield |
---|---|
With (C2H5)3N In methanol; dichloromethane (C2H5)3N added to a soln. of Co complex, a soln. of ligand in MeOH added, stirred at room temp. under N2; evapd. (vac.), dissolved in C6H6, filtered, crystd. by diffusion of the soln. with pentane; elem. anal.; | 92% |
1-Hydroxy-2-pyridon
diethyldichlorosilane
Et2Si(1-oxo-2-pyridinone)Cl
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 1.33333h; Inert atmosphere; Glovebox; | 92% |
1-Hydroxy-2-pyridon
2',3',5'-tris-O-(tert-butyldimethylsilyl)-O6-(2-oxopyridin-1(2H)-yl)guanosine
Conditions | Yield |
---|---|
Stage #1: 9-{2-deoxy-3,5-bis-O-[(1,1-dimethylethyl)(dimethyl)silyl]-β-D-erythro-pentofuranosyl}-6-{[(2,4,6-trimethylphenyl)sulfonyl]oxy}-9H-purin-2-amine With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane at 20℃; for 1h; Inert atmosphere; Stage #2: 1-Hydroxy-2-pyridon With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20℃; for 3.5h; Inert atmosphere; | 91% |
1-Hydroxy-2-pyridon
2-chloro-5-nitropyridine
1-(5-nitro-2-pyridyloxy)pyridin-2(1H)-one
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 90.13% |
1-Hydroxy-2-pyridon
4-methoxy-2-(2-methoxy-2-oxoethyl)benzoic acid
4-Methoxy-2-methoxycarbonylmethylbenzoic acid 2-oxo-1,2-dihydropyridin-1-yl ester
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane for 3h; Ambient temperature; | 89% |
1-Hydroxy-2-pyridon
(fluorenylmethoxy)carbonyl chloride
(9H-fluoren-9-yl)methyl 2-oxopyridin-1(2H)-yl carbonate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane; water at 0 - 20℃; | 89% |
1-Hydroxy-2-pyridon
2-Naphthalenesulfonyl chloride
2-oxopyridin-1(2H)-yl naphthalene-2-sulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 88% |
1-Hydroxy-2-pyridon
4-bromomethylphenylboronic acid pinacol ester
1-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)pyridin-2(1H)-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere; | 87% |
1-Hydroxy-2-pyridon
1-chloro-2,4-dinitro-benzene
1-(2,4-dinitrophenoxy)pyridin-2(1H)-one
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 86.64% |
1-Hydroxy-2-pyridon
2-chloro-4,6-dimethoxy-1 ,3,5-triazine
1-(4,6-dimethoxy-1,3,5-triazin-2-yloxy)pyridin-2(1H)-one
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 85% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; | 84% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox; | 84% |
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 24h; Ambient temperature; | 82% |
1-Hydroxy-2-pyridon
[O-(1,2-dihydro-2-oxo-pyridyl)-N,N,N',N'-tetramethyluronium]hexafluorophosphate
Conditions | Yield |
---|---|
In acetonitrile at 0 - 20℃; | 82% |
1-Hydroxy-2-pyridon
p-toluenesulfonyl chloride
2-oxopyridin-1(2H)-yl 4-methylbenzene sulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 81% |
Stage #1: 1-Hydroxy-2-pyridon With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; | 78% |
The 2(1H)-Pyridinone,1-hydroxy-, with the CAS registry number 822-89-9, is also known as 1-Hydroxy-1H-pyridin-2-one. It belongs to the product category of Heterocycles. Its EINECS registry number is 212-506-0. This chemical's molecular formula is C5H5NO2 and molecular weight is 111.0987. What's more, its IUPAC name is called 1-Hydroxypyridin-2-one.
Physical properties about 2(1H)-Pyridinone,1-hydroxy- are: (1) ACD/LogP: -0.65; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): -0.77; (4) ACD/LogD (pH 7.4): -2.07; (5) ACD/BCF (pH 5.5): 1; (6) ACD/BCF (pH 7.4): 1; (7) ACD/KOC (pH 5.5): 7.97; (8) ACD/KOC (pH 7.4): 1; (9) #H bond acceptors: 3; (10) #H bond donors: 1; (11) #Freely Rotating Bonds: 1; (12) Polar Surface Area: 29.54 Å2; (13) Index of Refraction: 1.628; (14) Molar Refractivity: 27.55 cm3; (15) Molar Volume: 77.5 cm3; (16) Surface Tension: 69.8 dyne/cm; (17) Density: 1.431 g/cm3; (18) Flash Point: 106.4 °C; (19) Enthalpy of Vaporization: 56.89 kJ/mol; (20) Boiling Point: 252.3 °C at 760 mmHg; (21) Vapour Pressure: 0.00304 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
(1) SMILES: O=C1/C=C\C=C/N1O
(2) InChI: InChI=1/C5H5NO2/c7-5-3-1-2-4-6(5)8/h1-4,8H
(3) InChIKey: SNUSZUYTMHKCPM-UHFFFAOYAA
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