Product Name

  • Name

    2-Hydroxynicotinic acid

  • EINECS 210-198-2
  • CAS No. 609-71-2
  • Article Data47
  • CAS DataBase
  • Density 1.451 g/cm3
  • Solubility
  • Melting Point 258-261 °C(lit.)
  • Formula C6H5NO3
  • Boiling Point 436 °C at 760 mmHg
  • Molecular Weight 139.111
  • Flash Point 217.5 °C
  • Transport Information
  • Appearance white to light yellow powder
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 609-71-2 (2-Hydroxynicotinic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 1,2-Dihydro-2-oxonicotinic acid;2-Hydroxy-3-pyridinecarboxylic acid;2-Hydroxy-3-Pyridine Carboxylic acid;2-oxo-1H-pyridine-3-carboxylic acid;2-oxo-1H-pyridine-3-carboxylate;1,2-Dihydro-2-oxo-3-pyridinecarboxylic acid;
  • PSA 70.42000
  • LogP 0.48540

Synthetic route

2-chloronicotinic acid
2942-59-8

2-chloronicotinic acid

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With hydrogenchloride; water for 6h; Heating;92%
With copper(I) oxide; 2-pyridinealdoxime; cesium hydroxide; tetrabutylammomium bromide In water at 110℃; for 48h; Inert atmosphere;63%
Heating;
With sodium hydroxide In ethanol; water
3-bromo-pyridin-2-ol
13466-43-8

3-bromo-pyridin-2-ol

carbon dioxide
124-38-9

carbon dioxide

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Stage #1: 3-bromo-pyridin-2-ol With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h;
Stage #3: carbon dioxide In tetrahydrofuran; hexane at -20℃; for 0.5h;
79%
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

acetic anhydride
108-24-7

acetic anhydride

A

6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

B

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

C

3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide
111068-01-0

3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide

Conditions
ConditionsYield
for 6h; Heating;A 1.5%
B 5.4%
C 62%
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

A

6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

B

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

C

3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide
111068-01-0

3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide

Conditions
ConditionsYield
With acetic anhydride for 6h; Heating;A 1.5%
B 5.4%
C 62%
2-chloronicotinic acid
2942-59-8

2-chloronicotinic acid

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

2-aminopyridin-3-carboxylic acid
5345-47-1

2-aminopyridin-3-carboxylic acid

Conditions
ConditionsYield
With ammonium hydroxide at 155℃; for 20h;A n/a
B 60%
N-(2,4-difluorophenyl)-2-(3-trifluoromethylphenoxy)-3-pyridinecarboxamide
83164-33-4

N-(2,4-difluorophenyl)-2-(3-trifluoromethylphenoxy)-3-pyridinecarboxamide

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

3-Trifluoromethylphenol
98-17-9

3-Trifluoromethylphenol

C

2,4-difluorophenylamine
367-25-9

2,4-difluorophenylamine

D

N-(2,4-Difluorophenyl)-2-hydroxy-3-pyridinecarboxamide
130191-66-1

N-(2,4-Difluorophenyl)-2-hydroxy-3-pyridinecarboxamide

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water for 48h; Heating;A 57%
B n/a
C n/a
D 28%
With hydrogenchloride; acetic acid In water for 48h; Product distribution; Mechanism; Heating;A 57%
B n/a
C n/a
D 28%
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

propionic acid anhydride
123-62-6

propionic acid anhydride

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

6-hydroxynicotinic acid

6-hydroxynicotinic acid

C

5-aza-3-methyl-4-propionyloxyisocoumarin
115147-79-0

5-aza-3-methyl-4-propionyloxyisocoumarin

D

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone 4-oxide

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone 4-oxide

Conditions
ConditionsYield
at 125℃; for 6h;A n/a
B n/a
C 12.9%
D 54.2%
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

propionic acid anhydride
123-62-6

propionic acid anhydride

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

6-hydroxynicotinic acid

6-hydroxynicotinic acid

C

5-aza-3-methyl-4-propionyloxyisocoumarin
115147-79-0

5-aza-3-methyl-4-propionyloxyisocoumarin

D

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone
115147-80-3

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone

Conditions
ConditionsYield
at 160℃; for 4h; Yield given. Further byproducts given;A n/a
B n/a
C 39.8%
D 16.4%
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

propionic acid anhydride
123-62-6

propionic acid anhydride

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

6-hydroxynicotinic acid

6-hydroxynicotinic acid

C

5-aza-3-methyl-4-propionyloxyisocoumarin
115147-79-0

5-aza-3-methyl-4-propionyloxyisocoumarin

D

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone
115147-80-3

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone

E

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone 4-oxide

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone 4-oxide

F

4-aza-3-ethyl-3,5-dipropionyloxy-1(3H)-isobenzofuranone
115147-81-4

4-aza-3-ethyl-3,5-dipropionyloxy-1(3H)-isobenzofuranone

Conditions
ConditionsYield
at 160℃; for 4h; Product distribution; Mechanism; various temperatures and times;A n/a
B n/a
C 39.8%
D 16.4%
E 8.3%
F 2.1%
2-aminopyridine
504-29-0

2-aminopyridine

2-chloronicotinic acid
2942-59-8

2-chloronicotinic acid

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

2-hydroxy-nicotinic acid-[2]pyridylamide
99973-09-8

2-hydroxy-nicotinic acid-[2]pyridylamide

C

2-(2-hydroxy-nicotinoylimino)-2H-[1,2']bipyridyl-3'-carboxylic acid
109255-91-6

2-(2-hydroxy-nicotinoylimino)-2H-[1,2']bipyridyl-3'-carboxylic acid

Conditions
ConditionsYield
at 180 - 185℃;
2-hydroxy-3-cyanopyridine
20577-27-9

2-hydroxy-3-cyanopyridine

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With hydrogenchloride
2-chloro-3-pyridinecarbonitrile
6602-54-6

2-chloro-3-pyridinecarbonitrile

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With hydrogenchloride
2-bromonicotinic acid
35905-85-2

2-bromonicotinic acid

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With potassium hydroxide; water at 180℃;
2-hydroxynicotinamide
10128-92-4

2-hydroxynicotinamide

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

nicotinic acid
59-67-6

nicotinic acid

A

6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

B

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With potassium hydroxide; fluorine In water at 0℃; for 3.5h; Yield given. Yields of byproduct given;
With potassium hydroxide; fluorine In water at 0℃; Yield given. Yields of byproduct given;
With water; oxygen Quantum yield; Further Variations:; pH-values; Reagents; Irradiation;
quinoline
91-22-5

quinoline

A

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

B

nicotinic acid
59-67-6

nicotinic acid

C

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

D

2-hydroxyquinoline
59-31-4

2-hydroxyquinoline

Conditions
ConditionsYield
With oxygen at 260 - 280℃; under 15751.3 - 64505.2 Torr; pH=7; Kinetics; Further Variations:; pH-values; Temperatures; Oxidation;
2-amino-pyridine-carboxylic acid-(3)

2-amino-pyridine-carboxylic acid-(3)

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite Diazotization;
hydrogenchloride
7647-01-0

hydrogenchloride

2-fluoronicotinic acid
393-55-5

2-fluoronicotinic acid

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

4-chloro-2-oxy-nicotinic acid

4-chloro-2-oxy-nicotinic acid

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With Pd-BaSO4; ethanol Hydrogenation;
6-oxy-pyridine-dicarboxylic acid-(2.5)

6-oxy-pyridine-dicarboxylic acid-(2.5)

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With acetic anhydride; acetic acid at 210℃; im Rohr;
6--quinoline

6--quinoline

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

Quinoline-6-carboxylic acid
10349-57-2

Quinoline-6-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate; sulfuric acid
2-aminopyridine
504-29-0

2-aminopyridine

2-chloronicotinic acid
2942-59-8

2-chloronicotinic acid

A

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

B

2-hydroxy-nicotinic acid-[2]pyridylamide
99973-09-8

2-hydroxy-nicotinic acid-[2]pyridylamide

C

2-<2-hydroxy-nicotinoylimino>-2H-bipyridyl-3'-carboxylic acid

2-<2-hydroxy-nicotinoylimino>-2H-bipyridyl-3'-carboxylic acid

Conditions
ConditionsYield
at 180 - 185℃;
nicotinic acid
59-67-6

nicotinic acid

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With sulfuric acid; quinolinium dichromate(VI); acetic acid at 50℃; for 24h; Kinetics;
With sulfuric acid; quinolinium dichromate(VI); acetic acid In water at 49.85℃; for 48h; Kinetics; Further Variations:; Solvents; Temperatures;
With quinolinium dichromate In water; acetic acid at 49.84℃; for 48h; Kinetics; Mechanism; Solvent; Temperature; Inert atmosphere;
nicotinic acid
59-67-6

nicotinic acid

phenyl-β-pyridyl ketone

phenyl-β-pyridyl ketone

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / 30percent H2O2 / acetic acid / 3 h / 90 °C
2: PCl5, POCl3
3: conc. NH4OH / 20 h / 155 °C
View Scheme
Multi-step reaction with 3 steps
1: 80 percent / 30percent H2O2 / acetic acid / 3 h / 90 °C
2: 65 percent / POCl3, Et3N / 4 h / 100 °C
3: conc. NH4OH / 20 h / 155 °C
View Scheme
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PCl5, POCl3
2: conc. NH4OH / 20 h / 155 °C
View Scheme
Multi-step reaction with 2 steps
1: 65 percent / POCl3, Et3N / 4 h / 100 °C
2: conc. NH4OH / 20 h / 155 °C
View Scheme
Multi-step reaction with 2 steps
1: POCl3 / dimethylformamide
2: Heating
View Scheme
nicotinamide N-oxide
1986-81-8

nicotinamide N-oxide

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PCl5; POCl3 / 115 - 120 °C
2: aqueous HCl
View Scheme
2-fluoronicotinamide
364-22-7

2-fluoronicotinamide

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH3I / 80 °C / Behandeln des Reaktionsprodukts mit H2O
View Scheme
nicotinamide
98-92-0

nicotinamide

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous H2O2; acetic acid
2: PCl5; POCl3 / 115 - 120 °C
3: aqueous HCl
View Scheme
bromo-2 butyl-3 pyridine
100921-66-2

bromo-2 butyl-3 pyridine

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KMnO4; H2O
2: KOH; H2O / 180 °C
View Scheme
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

2-Chloronicotinoyl chloride
49609-84-9

2-Chloronicotinoyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;100%
With phosphorus pentachloride anschliessendes Erwaermen;
With phosphorus pentachloride anschliessendes Erwaermen;
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

trimethylsilyl 2-(trimethylsilyloxy)nicotinate
183274-22-8

trimethylsilyl 2-(trimethylsilyloxy)nicotinate

Conditions
ConditionsYield
at 150℃; for 7h;100%
With chloro-trimethyl-silane In toluene Heating;
methanol
67-56-1

methanol

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

2-Hydroxy-nicotinic acid methyl ester; hydrochloride

2-Hydroxy-nicotinic acid methyl ester; hydrochloride

Conditions
ConditionsYield
With acetyl chloride at 0 - 20℃;100%
methanol
67-56-1

methanol

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

methyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile
10128-91-3

methyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile

Conditions
ConditionsYield
With sulfuric acid Heating / reflux;100%
Stage #1: 2-hydroxy-3-carboxypyridine With thionyl chloride In dichloromethane at 0℃;
Stage #2: In tetrahydrofuran; dichloromethane at 20℃;
Stage #3: methanol In tetrahydrofuran; dichloromethane at 20℃;
81.8%
With sulfuric acid In toluene Dean-Stark; Reflux;74%
methanol
67-56-1

methanol

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

methyl 2-oxo-1,2-dihydropyridine-3-carboxylate hydrochloride
203937-66-0

methyl 2-oxo-1,2-dihydropyridine-3-carboxylate hydrochloride

Conditions
ConditionsYield
Stage #1: 2-hydroxy-3-carboxypyridine With thionyl chloride In tetrahydrofuran; dichloromethane at 20℃; for 1h;
Stage #2: methanol In tetrahydrofuran; dichloromethane at 20℃;
100%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

water
7732-18-5

water

cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

diaquabis(2-hydroxynicotinato(1-))cobalt(II)
956331-98-9

diaquabis(2-hydroxynicotinato(1-))cobalt(II)

Conditions
ConditionsYield
With aq. ammonia In water soln. of ligand in H2O added to soln. of Co salt in H2O; pH adjusted to 8 (a few drops of concd. ammonia soln.); stored for a few d; filtered; ppt. washed with H2O; dried in dessicator over NaOH; elem. anal.;100%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

dichloro(2,2'-bipyridine)palladium(II)
14871-92-2

dichloro(2,2'-bipyridine)palladium(II)

[Pd bis(2-hydroxynicotinate)(2,2'-bipyridine)
503811-68-5

[Pd bis(2-hydroxynicotinate)(2,2'-bipyridine)

Conditions
ConditionsYield
With triethylamine In methanol; ethanol stirred suspn. of Pd complex in methanol mixed with methanolic suspn. ofligand and triethylamine, stirred for 1 day; sentrifuged, washed with ethanol, dried (silica gel); elem. anal.;99%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

(2-Hydroxy-pyridin-3-yl)-imidazol-1-yl-methanone
211425-43-3

(2-Hydroxy-pyridin-3-yl)-imidazol-1-yl-methanone

Conditions
ConditionsYield
In tetrahydrofuran for 19h; Heating;98%
In tetrahydrofuran for 24h; Heating;
With Imidazole hydrochloride In tetrahydrofuran at 50℃; for 4h;
C20H15N2PS2
89430-08-0

C20H15N2PS2

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

2-thioxo-2,3-dihydro-4H-pyrido[3,2-e][1,3]oxazin-4-one

2-thioxo-2,3-dihydro-4H-pyrido[3,2-e][1,3]oxazin-4-one

Conditions
ConditionsYield
In dichloromethane97%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

5,5-dibenzyl-2,3,4,5-tetrahydropyridine
1416767-53-7

5,5-dibenzyl-2,3,4,5-tetrahydropyridine

10,10-dibenzyl-8,9,10,10a-tetrahydrodipyrido[2,1-b:3',2'-e][1,3]oxazin-5(7H)-one
1416767-45-7

10,10-dibenzyl-8,9,10,10a-tetrahydrodipyrido[2,1-b:3',2'-e][1,3]oxazin-5(7H)-one

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In toluene at 90℃; for 20h; Inert atmosphere;97%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In toluene at 90℃; for 20h;97%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

methyl iodide
74-88-4

methyl iodide

1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid
15506-18-0

1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 2h; Methylation; Heating;96%
With potassium hydroxide In methanol; water for 12h; Reflux; Inert atmosphere;65%
With potassium hydroxide In methanol; water at 0 - 80℃; for 16h;45%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

1-chloromethyl-4-fluorobenzene
352-11-4

1-chloromethyl-4-fluorobenzene

1,2-dihydro-1-(4-fluorobenzyl)-2-oxopyridine-3-carboxylic acid
66158-41-6

1,2-dihydro-1-(4-fluorobenzyl)-2-oxopyridine-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-hydroxy-3-carboxypyridine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 1-chloromethyl-4-fluorobenzene In N,N-dimethyl-formamide at 50℃; for 12h;
Stage #3: With sodium hydroxide In water for 4h; Reflux;
96%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

5-chloro-2-hydroxypyridine-3-carboxylic acid
38076-80-1

5-chloro-2-hydroxypyridine-3-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium hypochlorite; chlorine; sodium hydrogensulfite In water; acetone95.6%
With sodium hydroxide; chlorine In water at 0 - 35℃;84%
Stage #1: 2-hydroxy-3-carboxypyridine With sodium hydroxide; sodium hypochlorite In water at 20℃; for 48h;
Stage #2: With sodium sulfite In water at 20℃; for 0.5h;
78%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

3-(hydroxymethyl)pyridin-2(1H)-one
42463-41-2

3-(hydroxymethyl)pyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 2-hydroxy-3-carboxypyridine With chloro-trimethyl-silane; 1,1,1,2,2,2-hexamethyldisilane In toluene at 110℃; for 0.5h;
Stage #2: With diisobutylaluminium hydride In dichloromethane; toluene at -40 - 20℃;
Stage #3: With hydrogenchloride; water In dichloromethane; toluene at -10℃; pH=4;
95%
Stage #1: 2-hydroxy-3-carboxypyridine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In toluene for 2h; Heating / reflux;
Stage #2: With diisobutylaluminium hydride In toluene at -78℃; for 4h;
Stage #3: With methanol In toluene
59%
methanol
67-56-1

methanol

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

trans-bis(triphenylphosphine)palladium dichloride
28966-81-6

trans-bis(triphenylphosphine)palladium dichloride

trans-[PdCl(2-hydroxynicotinate)(PPh3)2

trans-[PdCl(2-hydroxynicotinate)(PPh3)2

Conditions
ConditionsYield
With triethylamine In methanol; ethanol stirred suspn. of Pd complex mixed with methanolic suspn. of ligand and triethylamine, stirred for 1 week; centrifuged, washed with ethanol, dried (silica gel); elem. anal., XRD;94%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid
89960-36-1

1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 8.5h; Heating;93%
With potassium hydroxide In methanol; water for 12h; Reflux; Inert atmosphere;71%
Stage #1: 2-hydroxy-3-carboxypyridine With potassium hydroxide In methanol; water for 0.25h; Heating / reflux;
Stage #2: benzyl bromide In methanol; water for 1.5h; Heating / reflux;
Stage #3: With hydrogenchloride; water
55%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

1-bromo-2-(triisopropylsilyl)acetylene
111409-79-1

1-bromo-2-(triisopropylsilyl)acetylene

2-hydroxy-4-((triisopropylsilyl)ethynyl)nicotinic acid

2-hydroxy-4-((triisopropylsilyl)ethynyl)nicotinic acid

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium carbonate at 90℃; for 14h;92%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

sodium molybdate dihydrate
7631-95-0

sodium molybdate dihydrate

water
7732-18-5

water

Na2[Mo2O4 bis(2-hydroxynicotinate)]*5H2O

Na2[Mo2O4 bis(2-hydroxynicotinate)]*5H2O

Conditions
ConditionsYield
In water ligand added to soln. of Mo salt, suspn. refluxed for 6 h; filtered, washed with water, dried (silica gel);91%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

4-fluoroaniline
371-40-4

4-fluoroaniline

N-(4-fluorophenyl)-2-hydroxynicotinamide
951314-43-5

N-(4-fluorophenyl)-2-hydroxynicotinamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;91%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

(2S)-2-phenylglycinol
20989-17-7

(2S)-2-phenylglycinol

2-hydroxy-N-[(1S)-2-hydroxy-1-phenylethyl]pyridine-3-carboxamide

2-hydroxy-N-[(1S)-2-hydroxy-1-phenylethyl]pyridine-3-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at -15 - 20℃; Inert atmosphere;90%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

diethylamine
109-89-7

diethylamine

2-hydroxy-N,N-diethylnicotinamide

2-hydroxy-N,N-diethylnicotinamide

Conditions
ConditionsYield
Stage #1: 2-hydroxy-3-carboxypyridine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 70℃; for 24h;
Stage #2: diethylamine In tetrahydrofuran at 70℃; for 18h;
90%
Stage #1: 2-hydroxy-3-carboxypyridine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 60℃; for 1h; Inert atmosphere;
Stage #2: diethylamine In tetrahydrofuran at 60℃; for 2h; Inert atmosphere;
85%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

[RuCl2(η(6)-1,3,5-C6H3Me3)]2
52462-31-4

[RuCl2(η(6)-1,3,5-C6H3Me3)]2

chloroform
67-66-3

chloroform

[Ru(CH3)3C6H3(C6H3NO3)]2*1.5CHCl3

[Ru(CH3)3C6H3(C6H3NO3)]2*1.5CHCl3

Conditions
ConditionsYield
With NaOMe In methanol byproducts: NaCl; suspn. of Ru-complex and ligand in MeOH was stirred at room temp. for 10min, soln. of NaOMe in MeOH was added, stirred for 30 min under N2; solvent was evapd. under reduced pressure, extd. with CH2Cl2, hexane wasadded, solvent was evapd.; elem. anal.;89%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

2-hydroxy-5-nitropyridine-3-carboxylic acid
6854-07-5

2-hydroxy-5-nitropyridine-3-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0 - 50℃; for 4h;88%
With sulfuric acid; nitric acid 1.) RT, 16 h, 2.) from 50 deg C to 70 deg C, 1.5 h;87%
With sulfuric acid; nitric acid87%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

benzyl bromide
100-39-0

benzyl bromide

2-(Benzyloxy)nicotinic acid
14178-18-8

2-(Benzyloxy)nicotinic acid

Conditions
ConditionsYield
With n-Bu4POH In tetrahydrofuran; water at 0 - 20℃;88%
Stage #1: 2-hydroxy-3-carboxypyridine; benzyl bromide With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;
Stage #2: With sodium hydroxide Inert atmosphere;
4-(2-AMINOETHYL)MORPHOLINE
2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

2-hydroxy-N-(2-morpholinoethyl)nicotinamide
1221489-81-1

2-hydroxy-N-(2-morpholinoethyl)nicotinamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;88%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

4-chloro-aniline
106-47-8

4-chloro-aniline

N-(4-chlorophenyl)-2-hydroxynicotinamide
951314-44-6

N-(4-chlorophenyl)-2-hydroxynicotinamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;88%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

5-bromo-2-hydroxynicotinic acid
104612-36-4

5-bromo-2-hydroxynicotinic acid

Conditions
ConditionsYield
Stage #1: With sodium hydroxide; bromine In water at 0℃; for 0.0833333h;
Stage #2: 2-hydroxy-3-carboxypyridine With sodium hydroxide In water at 50℃; for 44h;
Stage #3: With hydrogenchloride In water at 0℃; pH=2;
87%
With sodium hydroxide; bromine at 0 - 50℃; for 18h;78%
With bromine In water; acetic acid78%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

dichloro(2,2'-bipyridine)platinum(II)
13965-31-6

dichloro(2,2'-bipyridine)platinum(II)

[PtCl(2-hydroxynicotinate)(2,2'-bipyridine)
503811-71-0

[PtCl(2-hydroxynicotinate)(2,2'-bipyridine)

Conditions
ConditionsYield
With triethylamine In methanol; ethanol stirred suspn. of Pt complex in methanol mixed with methanolic suspn. ofligand and triethylamine, stirred for 2 weeks; sentrifuged, washed with ethanol, dried (silica gel); elem. anal.;87%
2-hydroxy-3-carboxypyridine
609-71-2

2-hydroxy-3-carboxypyridine

p-toluidine
106-49-0

p-toluidine

2-hydroxy-N-(p-tolyl)nicotinamide
72646-01-6

2-hydroxy-N-(p-tolyl)nicotinamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;87%

2-Hydroxynicotinic acid Chemical Properties

Molecular Structure of 2-Hydroxynicotinic acid (CAS NO. 609-71-2):

IUPAC Name: 2-Oxo-1H-pyridine-3-carboxylic acid 
Molecular Formula: C6H5NO3
Molecular Weight: 139.108800 g/mol
Index of Refraction: 1.579
Molar Refractivity: 31.84 cm3
Molar Volume: 95.8 cm3
Surface Tension: 61 dyne/cm
Density: 1.451 g/cm3
Flash Point: 217.5 °C
Enthalpy of Vaporization: 75.92 kJ/mol
Boiling Point: 436 °C at 760 mmHg
Vapour Pressure: 8.03E-09 mmHg at 25 °C
Melting Point: 258-261 °C(lit.)
BRN: 119028
EINECS: 210-198-2
Product Categories: blocks;Carboxes;Pyridines;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Organic acids;CHIRAL CHEMICALS

2-Hydroxynicotinic acid Safety Profile

Safety Information of 2-Hydroxynicotinic acid (CAS NO. 609-71-2):
Hazard Codes: Xi Irritant
Hazard Note: Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
S37/39:Wear suitable gloves and eye/face protection
WGK Germany: 3
HazardClass: IRRITANT

2-Hydroxynicotinic acid Specification

 2-Hydroxynicotinic acid with cas registry number of 609-71-2 is also called NSC 226152 ; 1,2-Dihydro-2-oxo-3-pyridinecarboxylic acid ; 1,2-Dihydro-2-oxonicotinic acid .

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