822-89-9

Basic information

• Product Name: OXY-PYRION? 1-HYDROXY-2(1H)-PYRIDINONE SPECIALITY CHEMICALS
• Synonyms: OXY-PYRION? 1-HYDROXY-2(1H)-PYRIDINONE SPECIALITY CHEMICALS;hydroxyl-2-pyridone;HYDROXYPYRIDINONE;1-Hydroxy-1,2-dihydropyridine-2-one
• CAS NO: 822-89-9
• Molecular Formula: C₅H₅NO₂
• Molecular Weight: 111.0987
• EINECS: 212-506-0
• Product Categories: Heterocycles
• Mol File: 822-89-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 149-150 °C
• Boiling Point: 252.3 °C at 760 mmHg
• Flash Point: 106.4 °C
• Appearance: /
• Density: 1.431 g/cm³
• Vapor Pressure: 0.00304mmHg at 25°C
• Refractive Index: 1.628
• PKA: 6.00±0.10(Predicted)
• CAS DataBase Reference: OXY-PYRION? 1-HYDROXY-2(1H)-PYRIDINONE SPECIALITY CHEMICALS(CAS DataBase Reference)
• NIST Chemistry Reference: OXY-PYRION? 1-HYDROXY-2(1H)-PYRIDINONE SPECIALITY CHEMICALS(822-89-9)
• EPA Substance Registry System: OXY-PYRION? 1-HYDROXY-2(1H)-PYRIDINONE SPECIALITY CHEMICALS(822-89-9)

Safety Data

• Hazardous Substances Data: 822-89-9(Hazardous Substances Data)

Usage

General Description

OXY-PYRION? 1-HYDROXY-2(1H)-PYRIDINONE SPECIALITY CHEMICALS are a class of specialty chemicals that are derived from 1-hydroxy-2(1H)-pyridinone. These chemicals are known for their strong chelating properties and are often used in various industrial applications, such as metal ion extraction, water treatment, and pharmaceutical formulations. OXY-PYRION chemicals are particularly effective in removing heavy metals from water and have been proven to be environmentally friendly and safe for use in various applications. Additionally, these chemicals are known for their stability and effectiveness, making them a popular choice for industries looking for high-quality specialty chemicals.

InChI:InChI=1/C5H5NO2/c7-5-3-1-2-4-6(5)8/h1-4,8H

Synthetic route

methanol (67-56-1) + 1-(9-anthryl)methyloxy-2-pyridone (220196-57-6) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + 9-(methoxymethyl)anthracene (2584-79-4)

Conditions	Yield
In methanol Ambient temperature; Irradiation;	A n/a B n/a C 30%

methanol (67-56-1) + 1-(pyren-1-ylmethyloxy)-2-pyridone (220196-58-7) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + methyl 1-pyrenylmethyl ether (91385-15-8)

Conditions	Yield
Ambient temperature; Irradiation;	A 19.4% B 5% C 4.1%

1-(pyren-1-ylmethyloxy)-2-pyridone (220196-58-7) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + pyrene-1-aldehyde (3029-19-4) + 1-pyrenemethanol (24463-15-8)

Conditions	Yield
In methanol Ambient temperature; Irradiation;	A 19.4% B 5% C 17.3% D 3%

1-(pyren-1-ylmethyloxy)-2-pyridone (220196-58-7) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + pyrene-1-aldehyde (3029-19-4) + methyl 1-pyrenylmethyl ether (91385-15-8)

Conditions	Yield
In methanol Ambient temperature; Irradiation;	A 19.4% B 5% C 4.1% D 17.3%

1-(pyren-1-ylmethyloxy)-2-pyridone (220196-58-7) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + 1-pyrenemethanol (24463-15-8) + methyl 1-pyrenylmethyl ether (91385-15-8)

Conditions	Yield
In methanol Ambient temperature; Irradiation;	A 19.4% B 5% C 3% D 17.3%

2-Pyridone (142-08-5) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
With Perbenzoic acid; chloroform

2-ethoxylpyridine N-oxide (3445-09-8) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
With hydrogenchloride; water

1-(benzyloxy)pyridin-2(1H)-one (5280-02-4) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
With palladium on activated charcoal; ethanol Hydrogenation;

2-benzyloxypyridine 1-oxide (2683-67-2) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
With palladium on activated charcoal; ethanol Hydrogenation;
With hydrogenchloride; water

1-(9-anthryl)methyloxy-2-pyridone (220196-57-6) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + 9-hydroxymethylanthracene (1468-95-7) + 9-anthracene aldehyde (642-31-9)

Conditions	Yield
In methanol Ambient temperature; Irradiation;

2-bromo-pyridine-1-oxide-hydrochloride → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
With sodium hydroxide; water

methanol (67-56-1) + 1-(9-anthryl)methyloxy-2-pyridone (220196-57-6) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + 9-hydroxymethylanthracene (1468-95-7) + 9-(methoxymethyl)anthracene (2584-79-4)

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 (67-56-1) + 1-(pyren-1-ylmethyloxy)-2-pyridone (220196-58-7) → 2-Pyridone (142-08-5) + 1-Hydroxy-2-pyridon (822-89-9) + pyrene-1-aldehyde (3029-19-4) + methyl 1-pyrenylmethyl ether (91385-15-8)

Conditions	Yield
at 20℃; Product distribution; Irradiation;	A 19.4 % Chromat. B 5.0 % Chromat. C 17.3 % Chromat. D 4.1 % Chromat.

2-bromo-pyridine (109-04-6) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol 2: acetic acid; hydrogen peroxide 3: hydrochloric acid; water View Scheme

2-chloropyridine-N-oxide (2402-95-1) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: benzyl alcohol; coal 2: palladium/charcoal; ethanol / Hydrogenation View Scheme

2-ethoxypyridine (14529-53-4) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; hydrogen peroxide 2: hydrochloric acid; water View Scheme

2-benzyloxypyridine (40864-08-2) → 1-Hydroxy-2-pyridon (822-89-9)

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 (1254765-78-0) → 1-Hydroxy-2-pyridon (822-89-9)

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 (91248-78-1) → 1-Hydroxy-2-pyridon (822-89-9)

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 (1325206-84-5) → 1-Hydroxy-2-pyridon (822-89-9)

Conditions	Yield
With dihydrogen peroxide at 20℃; for 0.5h; pH=7.5; Kinetics; HEPES buffer;

1-Hydroxy-2-pyridon (822-89-9) + 3-Phenylpropionic acid (501-52-0) → 2(1H)-oxo-1-pyridyl 3-phenylpropanoate (124552-53-0)

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane	100%

1-Hydroxy-2-pyridon (822-89-9) + Triphenylsilyl chloride (76-86-8) → Ph3Si(1-oxo-2-pyridinone)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Glovebox;	100%

1-Hydroxy-2-pyridon (822-89-9) + Di-tert-butyldichlorosilane (18395-90-9) → cis-tBu2Si(1-oxo-2-pyridinone)2

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 5h; Inert atmosphere; Glovebox;	98%

1-Hydroxy-2-pyridon (822-89-9) + triethylsilyl chloride (994-30-9) → Et3Si(1-oxo-2-pyridinone) (1526929-10-1)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; Glovebox;	98%

1-Hydroxy-2-pyridon (822-89-9) + chlorophosphoric acid diphenyl ester (2524-64-3) → 2-Pyridon-1-yl diphenyl phosphate

Conditions	Yield
With hydrogenchloride; sodium bicarbonate; triethylamine In dichloromethane	96%
With triethylamine In dichloromethane for 0.5h; Ambient temperature;	95%

1-Hydroxy-2-pyridon (822-89-9) + 2',3',5'-tris-O-(tert-butyldimethylsilyl)-O6-(mesitylsulfonyl)-2-fluoro-inosine (1203555-59-2) → 2',3',5'-tris-O-(tert-butyldimethylsilyl)-2-fluoro-O6-(2-oxopyridin-1(2H)-yl)inosine (1203555-60-5)

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 (822-89-9) + dimethylsilicon dichloride (75-78-5) → Me2Si(1-oxo-2-pyridinone)Cl (1526929-19-0)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Glovebox;	96%

1-Hydroxy-2-pyridon (822-89-9) + diethyldichlorosilane (1719-53-5) → cis-Et2Si(1-oxo-2-pyridinone)2

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox;	95%

1-Hydroxy-2-pyridon (822-89-9) + (TpPh,Me)ZnOH → (TpPh,Me)Zn(1-hydroxy-2(1H)-pyridinone)

Conditions	Yield
In methanol; dichloromethane at 20℃;	94%

1-Hydroxy-2-pyridon (822-89-9) + hydrotris(3,5-methylphenylpyrazolyl)boratozinc(II) hydroxide → [(hydrotris(3,5-phenylmethylpyrazolyl)borate)Zn(1-hydroxy-2(1H)-pyridinone)]

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 (822-89-9) + 2',3',5'-tris-O-(tert-butyldimethylsilyl)-N2-cyclopropyl-O6-(mesitylsulfonyl)guanosine (1203555-56-9) → 2',3',5'-tris-O-(tert-butyldimethylsilyl)-N2-cyclopropyl-O6-(2-oxopyridin-1(2H)-yl)guanosine (1203555-58-1)

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 (822-89-9) + 3',5'-bis-O-(tert-butyldimethylsilyl)-O6-[(2,4,6-trimethylphenyl)sulfonyl]-2'-deoxyguanosine (150884-25-6) → 3',5'-bis-O-(tert-butyldimethylsilyl)-O6-(2-oxopyridin-1(2H)-yl)-2'-deoxyguanosine (1203555-49-0)

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%

1-Hydroxy-2-pyridon (822-89-9) + Diisopropylsilyl dichloride (7751-38-4) → cis-iPr2Si(1-oxo-2-pyridinone)2

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox;	93%

1-Hydroxy-2-pyridon (822-89-9) + 1,1-dichlorosilacyclobutane (2351-33-9) → (CH2)3Si(1-oxo-2-pyridinone)2

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox;	93%

1-Hydroxy-2-pyridon (822-89-9) + chloro-trimethyl-silane (75-77-4) → Me3Si(1-oxo-2-pyridinone)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox;	92%
With triethylamine In tetrahydrofuran	70%

1-Hydroxy-2-pyridon (822-89-9) + [(hydrotris(3,5-phenylmethylpyrazolyl)borato)CoCl] → [(hydrotris(3,5-phenylmethylpyrazolyl)borato)Co(1,2-HOPO)]

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 (822-89-9) + diethyldichlorosilane (1719-53-5) → Et2Si(1-oxo-2-pyridinone)Cl (1526929-20-3)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 1.33333h; Inert atmosphere; Glovebox;	92%

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 + 1-Hydroxy-2-pyridon (822-89-9) → 2',3',5'-tris-O-(tert-butyldimethylsilyl)-O6-(2-oxopyridin-1(2H)-yl)guanosine (1203555-50-3)

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 (822-89-9) + 2-chloro-5-nitropyridine (4548-45-2) → 1-(5-nitro-2-pyridyloxy)pyridin-2(1H)-one (1346257-87-1)

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	90.13%

1-Hydroxy-2-pyridon (822-89-9) + 4-methoxy-2-(2-methoxy-2-oxoethyl)benzoic acid (24672-87-5) → 4-Methoxy-2-methoxycarbonylmethylbenzoic acid 2-oxo-1,2-dihydropyridin-1-yl ester (221133-91-1)

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane for 3h; Ambient temperature;	89%

1-Hydroxy-2-pyridon (822-89-9) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → (9H-fluoren-9-yl)methyl 2-oxopyridin-1(2H)-yl carbonate (1235983-29-5)

Conditions	Yield
With sodium carbonate In dichloromethane; water at 0 - 20℃;	89%

1-Hydroxy-2-pyridon (822-89-9) + 2-Naphthalenesulfonyl chloride (93-11-8) → 2-oxopyridin-1(2H)-yl naphthalene-2-sulfonate (1243301-72-5)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	88%

1-Hydroxy-2-pyridon (822-89-9) + 4-bromomethylphenylboronic acid pinacol ester (138500-85-3) → 1-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)pyridin-2(1H)-one (1254765-78-0)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere;	87%

1-Hydroxy-2-pyridon (822-89-9) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 1-(2,4-dinitrophenoxy)pyridin-2(1H)-one (1346257-82-6)

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	86.64%

1-Hydroxy-2-pyridon (822-89-9) + 2-chloro-4,6-dimethoxy-1 ,3,5-triazine (3140-73-6) → 1-(4,6-dimethoxy-1,3,5-triazin-2-yloxy)pyridin-2(1H)-one (1259296-16-6)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	85%

1-Hydroxy-2-pyridon (822-89-9) + benzyl bromide (100-39-0) → 1-(benzyloxy)pyridin-2(1H)-one (5280-02-4)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h;	84%

1-Hydroxy-2-pyridon (822-89-9) + dimethylsilicon dichloride (75-78-5) → cis-Me2Si(1-oxo-2-pyridinone)2

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Glovebox;	84%

1-Hydroxy-2-pyridon (822-89-9) + acetic acid (64-19-7) → 2-oxopyridin-1(2H)-yl acetate (1742-79-6)

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 24h; Ambient temperature;	82%

1-Hydroxy-2-pyridon (822-89-9) + N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate → [O-(1,2-dihydro-2-oxo-pyridyl)-N,N,N',N'-tetramethyluronium]hexafluorophosphate (364047-51-8)

Conditions	Yield
In acetonitrile at 0 - 20℃;	82%

1-Hydroxy-2-pyridon (822-89-9) + p-toluenesulfonyl chloride (98-59-9) → 2-oxopyridin-1(2H)-yl 4-methylbenzene sulfonate (5087-06-9)

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%

Upstream product

• 1325206-84-5 4-(((2-oxopyridin-1(2H)-yl)oxy)methyl)phenylboronic acid 
• 91248-78-1 1-hydroxypyridin-2(1H)-one-β-D-glucopyranoside 
• 1254765-78-0 1-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)pyridin-2(1H)-one 
• 40864-08-2 2-benzyloxypyridine 
• 14529-53-4 2-ethoxypyridine 
• 2402-95-1 2-chloropyridine-N-oxide 
• 109-04-6 2-bromo-pyridine 
• 67-56-1 methanol 
• 220196-58-7 1-(pyren-1-ylmethyloxy)-2-pyridone 
• 220196-57-6 1-(9-anthryl)methyloxy-2-pyridone 
• 2683-67-2 2-benzyloxypyridine 1-oxide 
• 5280-02-4 1-(benzyloxy)pyridin-2(1H)-one 
• 3445-09-8 2-ethoxylpyridine N-oxide 
• 142-08-5 2-Pyridone 

Downstream Products

• 40775-55-1 1-methoxy-2-pyridone 
• 5280-02-4 1-(benzyloxy)pyridin-2(1H)-one 
• 72262-67-0 1-hydroxy-3,5-dinitro-1H-pyridin-2-one 
• 1254765-78-0 1-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)pyridin-2(1H)-one 
• 1346257-82-6 1-(2,4-dinitrophenoxy)pyridin-2(1H)-one 
• 1228275-16-8 (+/-)-1-((1-benzyl-6-oxopiperidin-3-yl)methoxy)pyridin-2(1H)-one 
• 174265-38-4 cipemastat 
• 401606-53-9 photo-Fenton reagent 
• 221133-91-1 4-Methoxy-2-methoxycarbonylmethylbenzoic acid 2-oxo-1,2-dihydropyridin-1-yl ester 
• 124552-53-0 2(1H)-oxo-1-pyridyl 3-phenylpropanoate 
• 364047-51-8 O-(1,2-dihydro-2-oxo-pyridyl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 

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