Product Name

  • Name

    2-Hydroxy-5-pyridinecarboxylic acid

  • EINECS 225-682-9
  • CAS No. 5006-66-6
  • Article Data34
  • CAS DataBase
  • Density 1.451 g/cm3
  • Solubility
  • Melting Point 300 °C(lit.)
  • Formula C6H5NO3
  • Boiling Point 384 °C at 760 mmHg
  • Molecular Weight 139.111
  • Flash Point 186 °C
  • Transport Information
  • Appearance Off-white powder
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5006-66-6 (2-Hydroxy-5-pyridinecarboxylic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 6-Hydroxy-nicotinic acid;1, 6-Dihydro-6-oxo-3-pyridinecarboxylic acid;6-oxo-1H-pyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 1,6-dihydro-6-oxo-;Nicotinic acid, 1,6-dihydro-6-oxo-;6-Hydroxy nicotinic acid;6-hydroxy-3-Pyridinecarboxylic acid;2-hydroxy-5-pyridinecarboxlic acid;2-Pyridone-5-carboxylic acid;6-oxo-1H-pyridine-3-carboxylate;Nicotinic acid, 1,6-dihydro-6-oxo- (8CI);6-Hydroxynicotinic acid , 2-Hydroxy-5-pyridinecarboxylic acid;
  • PSA 70.16000
  • LogP 0.07310

Synthetic route

nicotinic acid
59-67-6

nicotinic acid

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
at 35℃; for 45h; Product distribution; production by resting cells of Pseudomonas fluorescens TN5; effects of aeration; optimization of culture medium; effect molybdenum and iron ions and nicotinic acid as inducer on the formation of the hydroxylated enzyme; pH 6.5;98.7%
With potassium hexacyanoferrate(III) Pseudomonas fluorescens TN-5 immobilized electrochemical reactor,salina solution (0.85percent NaCl); under var. conditions;
With potassium hexacyanoferrate(III) Pseudomonas fluorescens TN-5 immobilized electrochemical reactor, salina solution (0.85percent NaCl); Yield given;
triethylamine
121-44-8

triethylamine

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide; acetic anhydride In tetrachloromethane79%
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%
6-methoxy-nicotinic acid methyl ester
26218-80-4

6-methoxy-nicotinic acid methyl ester

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 180℃; for 24h;55%
2-Pyridone
142-08-5

2-Pyridone

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With potassium carbonate at 180 - 200℃; under 15200 Torr;
6-fluoronicotinic acid
403-45-2

6-fluoronicotinic acid

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride
6-bromonicotinic acid
6311-35-9

6-bromonicotinic acid

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride
6-methoxynicotinic acid
66572-55-2

6-methoxynicotinic acid

A

2-methoxypyridine
1628-89-3

2-methoxypyridine

B

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

6-hydroxy-3-pyridinecarboxylic acid

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;
hydrogenchloride
7647-01-0

hydrogenchloride

6-fluoronicotinic acid
403-45-2

6-fluoronicotinic acid

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

6-hydroxy-3-pyridinecarboxylic acid

hydrogenchloride
7647-01-0

hydrogenchloride

6-hydrazinylnicotinic acid
133081-24-0

6-hydrazinylnicotinic acid

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
at 150℃;
6-amino-pyridine-carboxylic acid-(3)

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

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite Aufgiessen der Loesung auf Eis;
With sulfuric acid Behandeln mit Salpetersaeure und nachfolgend Erwaermen des Reaktionsgemisches auf 100grad;
6-chloro-pyridine-carboxylic acid-(3)-nitrile

6-chloro-pyridine-carboxylic acid-(3)-nitrile

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 100℃; im Rohr;
With hydrogenchloride at 150℃; im Rohr;
6-hydrazino-pyridine-carboxylic acid-(3)

6-hydrazino-pyridine-carboxylic acid-(3)

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride at 150℃; im Rohr;
6-oxy-pyridine-dicarboxylic acid-(2.3)

6-oxy-pyridine-dicarboxylic acid-(2.3)

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With water at 195℃; im Rohr;
With acetic acid at 250℃; im Rohr;
coumalin-carboxylic acid-(5)-methyl ester

coumalin-carboxylic acid-(5)-methyl ester

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With ammonium hydroxide nachfolgend Kochen mit Natronlauge;
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

sulfuric acid
7664-93-9

sulfuric acid

sodium nitrite

sodium nitrite

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
Giessen der Loesung auf Eis;
methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

sodium salt of 2-oxy-pyridine

sodium salt of 2-oxy-pyridine

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With potassium carbonate at 180 - 200℃; under 15200 Torr;
nicotinic acid
59-67-6

nicotinic acid

extracts of pseudomonas fluorescence

extracts of pseudomonas fluorescence

A

pyridine-2,5-diol
5154-01-8

pyridine-2,5-diol

B

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

6-hydroxy-3-pyridinecarboxylic acid

(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid
2: aqueous KMnO4
3: aqueous HCl
View Scheme
2-Bromo-5-methylpyridine
3510-66-5

2-Bromo-5-methylpyridine

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous KMnO4
2: aqueous HCl
View Scheme
6-methoxynicotinic acid
66572-55-2

6-methoxynicotinic acid

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With [2Fe–2S] ferredoxin; cytochrome P450 enzyme CYP199A4, from Rhodopseudomonas palustris; flavin-dependent ferredoxin reductase; NADH; bovine liver catalase In ethanol Kinetics; Enzymatic reaction;
2H-pyran-2-one-5-carboxylic acid
500-05-0

2H-pyran-2-one-5-carboxylic acid

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

6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With sodium tungstate; ammonia at 50℃; for 10h; Temperature;
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

5-bromo-6-hydroxy-3-pyridinecarboxylic acid
41668-13-7

5-bromo-6-hydroxy-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With bromine; acetic acid at 45 - 50℃; for 18.75h; Inert atmosphere;100%
With water; bromine at 20℃; for 4h;97%
With bromine In water at 0 - 20℃; for 24h;97%
methanol
67-56-1

methanol

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

6-hydroxy-3-pyridinecarboxylic acid

methyl 6-hydroxynicotinate
66171-50-4

methyl 6-hydroxynicotinate

Conditions
ConditionsYield
With sulfuric acid at 65 - 70℃; for 3h;99%
With sulfuric acid for 18h; Reflux;85%
With sulfuric acid In water at 20℃; for 20h; Reflux;82%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

6-Chloro-3-pyridinecarboxylic acid
5326-23-8

6-Chloro-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride pH=2; pH-value;98%
With phosphorus pentachloride; trichlorophosphate at 120 - 130℃;
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

1-ethyl-2-pyridone-5-carboxylic acid
18617-50-0

1-ethyl-2-pyridone-5-carboxylic acid

Conditions
ConditionsYield
Stage #1: 6-hydroxy-3-pyridinecarboxylic acid With thionyl chloride for 1h; Heating / reflux;
Stage #2: With ethanol at 20℃;
96%
With thionyl chloride In ethanol (EtOH)94%
With thionyl chloride In ethanol (EtOH)94%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

methyl 6-hydroxynicotinate
66171-50-4

methyl 6-hydroxynicotinate

Conditions
ConditionsYield
In methanol; hexane; benzene for 2h; Ambient temperature;95%
In methanol; hexane; benzene95%
In methanol; benzene for 2h; Ambient temperature;91%
In methanol; benzene at 20℃; for 4.08333h; Product distribution / selectivity;84.9%
4-(2-AMINOETHYL)MORPHOLINE
2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

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

6-hydroxy-3-pyridinecarboxylic acid

6-hydroxy-N-(2-morpholinoethyl)nicotinamide
1040317-29-0

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

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;92%
methanol
67-56-1

methanol

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

6-hydroxy-3-pyridinecarboxylic acid

6-oxo-1,6-dihydropyridin-3-carboxylic acid methyl ester
66171-50-4

6-oxo-1,6-dihydropyridin-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride at 0℃; for 12h; Reflux;91.9%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

4-chloro-aniline
106-47-8

4-chloro-aniline

N-(4-chlorophenyl)-6-hydroxynicotinamide
1040065-02-8

N-(4-chlorophenyl)-6-hydroxynicotinamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;91%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylic acid
41668-13-7

5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Conditions
ConditionsYield
With bromine; acetic acid at 60℃; for 12h;91%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

A

methyl 6-hydroxynicotinate
66171-50-4

methyl 6-hydroxynicotinate

B

6-hydroxynicotinamide

6-hydroxynicotinamide

Conditions
ConditionsYield
With sulfuric acid In methanol; dichloromethaneA n/a
B 90%
4-(3-Aminopropyl)morpholine
123-00-2

4-(3-Aminopropyl)morpholine

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

6-hydroxy-3-pyridinecarboxylic acid

6-hydroxy-N-(3-morpholinopropyl)nicotinamide
313988-84-0

6-hydroxy-N-(3-morpholinopropyl)nicotinamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;90%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

4-fluoroaniline
371-40-4

4-fluoroaniline

N-(4-fluorophenyl)-6-hydroxynicotinamide
923243-45-2

N-(4-fluorophenyl)-6-hydroxynicotinamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux;90%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

A

6-hydroxy-5-nitronicotinic acid
6635-31-0

6-hydroxy-5-nitronicotinic acid

B

C6H3N3O7

C6H3N3O7

Conditions
ConditionsYield
With ammonium bisulphate; sulfuric acid; nitric acid at 75℃; for 14h; Temperature;A 89.03%
B n/a
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

ethanol
64-17-5

ethanol

ethyl 6-hydroxypyridine-3-carboxylate
18617-50-0

ethyl 6-hydroxypyridine-3-carboxylate

Conditions
ConditionsYield
Stage #1: 6-hydroxy-3-pyridinecarboxylic acid; ethanol With sulfuric acid at 60℃; for 6.83333h; Reflux;
Stage #2: With sodium hydrogencarbonate In ethanol; water Cooling with ice;
89%
With sulfuric acid for 48h; Reflux;86%
Stage #1: 6-hydroxy-3-pyridinecarboxylic acid; ethanol; sulfuric acid Heating / reflux; Neat (no solvent);
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate
80%
With hydrogenchloride
With sulfuric acid for 3h; Reflux;
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

N-(tert-butoxycarbonyl)-1,5-diaminopentane hydrochloride
77835-31-5

N-(tert-butoxycarbonyl)-1,5-diaminopentane hydrochloride

C16H25N3O4

C16H25N3O4

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 12h;89%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

benzyl alcohol
100-51-6

benzyl alcohol

6-hydroxynicotinic acid benzyl ester
191157-01-4

6-hydroxynicotinic acid benzyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h;88%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

6-Chloronicotinoyl chloride
58757-38-3

6-Chloronicotinoyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide86%
With thionyl chloride; N,N-dimethyl-formamide Heating;
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

5-iodo-6-hydroxynicotinic acid
365413-19-0

5-iodo-6-hydroxynicotinic acid

Conditions
ConditionsYield
With N-iodo-succinimide; sulfuric acid In tetrahydrofuran86%
With N-iodo-succinimide In N,N-dimethyl-formamide at 70℃; for 4h;78%
With N-iodo-succinimide In N,N-dimethyl-formamide at 70℃; for 4h;78%
N-(6-hydroxynicotinyl)-imidazole

N-(6-hydroxynicotinyl)-imidazole

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

6-hydroxy-3-pyridinecarboxylic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

6-hydroxy-N-picolylnicotinamide
313988-83-9

6-hydroxy-N-picolylnicotinamide

Conditions
ConditionsYield
In tetrahydrofuran85%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

6-hydroxynicotinoyl chloride

6-hydroxynicotinoyl chloride

Conditions
ConditionsYield
With pyridine; thionyl chloride In acetonitrile85%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

neodymium(III) oxide

neodymium(III) oxide

oxalic acid
144-62-7

oxalic acid

Nd2(1-hydro-6-oxopyridine-3-carboxylate)2(oxalate)2(H2O)3

Nd2(1-hydro-6-oxopyridine-3-carboxylate)2(oxalate)2(H2O)3

Conditions
ConditionsYield
In water High Pressure; mixt. of Nd2O3, 6-hydroxypyridine-3-carboxylic acid, oxalic acid and H2Ostirred for 20 min, placed in autoclave, kept at 150°C for 5 d, cooled to room temp. over 6-7 h; elem. anal.;85%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

N-cyclopropyl-N-(piperidin-4-yl)-3-(trifluoromethyl)benzenesulfonamide
387350-79-0

N-cyclopropyl-N-(piperidin-4-yl)-3-(trifluoromethyl)benzenesulfonamide

N-cyclopropyl-N-[1-(6-oxo-1,6-dihydro-pyridine-3-carbonyl)-piperidin-4-yl]-3-trifluoromethyl-benzenesulfonamide

N-cyclopropyl-N-[1-(6-oxo-1,6-dihydro-pyridine-3-carbonyl)-piperidin-4-yl]-3-trifluoromethyl-benzenesulfonamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 10h;83%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

N-BOC-1,2-diaminoethane
57260-73-8

N-BOC-1,2-diaminoethane

tert-butyl (2-{[(6-hydroxypyridin-3-yl)carbonyl]amino}ethyl)carbamate
1252900-51-8

tert-butyl (2-{[(6-hydroxypyridin-3-yl)carbonyl]amino}ethyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h;82%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

C12H19N3O3S*ClH

C12H19N3O3S*ClH

C18H22N4O5S

C18H22N4O5S

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 8h;82%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

2-[4-(4-iodobenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide
1443038-10-5

2-[4-(4-iodobenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide

6-hydroxynicotinic acid N'-{2-[2-chloro-6-fluoro-4-(4-iodobenzoyl)phenoxy]acetyl}hydrazide

6-hydroxynicotinic acid N'-{2-[2-chloro-6-fluoro-4-(4-iodobenzoyl)phenoxy]acetyl}hydrazide

Conditions
ConditionsYield
Stage #1: 6-hydroxy-3-pyridinecarboxylic acid; 2-[4-(4-iodobenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide With 2,6-dimethylpyridine In dichloromethane at 25 - 30℃; for 0.5h;
Stage #2: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In dichloromethane at 0 - 5℃;
81%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

2-amino-N-(4-tert-butylphenyl)-2-(4-methoxyphenyl)acetamide

2-amino-N-(4-tert-butylphenyl)-2-(4-methoxyphenyl)acetamide

N-(2-((4-tert-butylphenyl)amino)-1-(4-methoxyphenyl)-2-oxoethyl)-6-oxo-1,6-dihydropyridine-3-carboxamide

N-(2-((4-tert-butylphenyl)amino)-1-(4-methoxyphenyl)-2-oxoethyl)-6-oxo-1,6-dihydropyridine-3-carboxamide

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 14h;81%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

C44H57NO8
144176-18-1

C44H57NO8

C50H60N2O10
144176-19-2

C50H60N2O10

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole80%
samarium(III) oxide

samarium(III) oxide

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

6-hydroxy-3-pyridinecarboxylic acid

oxalic acid
144-62-7

oxalic acid

Sm2(1-hydro-6-oxopyridine-3-carboxylate)2(oxalate)2(H2O)3

Sm2(1-hydro-6-oxopyridine-3-carboxylate)2(oxalate)2(H2O)3

Conditions
ConditionsYield
In water High Pressure; mixt. of Sm2O3, 6-hydroxypyridine-3-carboxylic acid, oxalic acid and H2Ostirred for 20 min, placed in autoclave, kept at 150°C for 5 d, cooled to room temp. over 6-7 h; elem. anal.;80%
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

2-[4-(4-methylbenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide
1443038-11-6

2-[4-(4-methylbenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide

6-hydroxynicotinic acid N'-{2-[2-chloro-6-fluoro-4-(4-methylbenzoyl)phenoxy]acetyl}hydrazide

6-hydroxynicotinic acid N'-{2-[2-chloro-6-fluoro-4-(4-methylbenzoyl)phenoxy]acetyl}hydrazide

Conditions
ConditionsYield
Stage #1: 6-hydroxy-3-pyridinecarboxylic acid; 2-[4-(4-methylbenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide With 2,6-dimethylpyridine In dichloromethane at 25 - 30℃; for 0.5h;
Stage #2: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In dichloromethane at 0 - 5℃;
80%

6-Hydroxynicotinic acid Chemical Properties

Molecular Structure of 6-Hydroxynicotinic acid (CAS NO.5006-66-6):

IUPAC Name: 6-oxo-1H-pyridine-3-carboxylic acid 
Empirical Formula: C6H5NO3
Molecular Weight: 139.1088
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 46.61 Å2
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: 186 °C
Enthalpy of Vaporization: 69.45 kJ/mol
Boiling Point: 384 °C at 760 mmHg
Vapour Pressure: 5.81E-07 mmHg at 25°C
Melting point: >300 °C(lit.)
BRN: 472182
InChI
InChI=1/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)
Smiles
c1(C(=O)O)cnc(cc1)O
EINECS: 225-682-9
Product Categories: Nitrogen cyclic compounds; blocks; Carboxes; Pyridines; Pyridine; Organic acids

6-Hydroxynicotinic acid Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
Hazard Note: Irritant
TSCA: T
HazardClass: Irritant

6-Hydroxynicotinic acid Specification

 6-Hydroxynicotinic acid , with CAS number of 5006-66-6, can be called 1,6-dihydro-6-oxo-3-pyridinecarboxylicaci ; 2-Hydroxy-5-pyridinecarboxylic acid ; 2-hydroxypyridine-5-carboxylic acid ; 5-carboxy-2(1h)-pyridinone ; 6-hydroxy-3-pyridinecarboxylic acid ; 6-hydroxynicotinic acid . It is an off-white powder, 6-Hydroxynicotinic acid (CAS NO.5006-66-6) is used as building block in chemical synthesis.

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