Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With potassium hydroxide; acetic anhydride In tetrachloromethane | 79% |
Nicotinic acid N-oxide
acetic anhydride
A
6-hydroxy-3-pyridinecarboxylic acid
B
2-hydroxy-3-carboxypyridine
C
3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide
Conditions | Yield |
---|---|
for 6h; Heating; | A 1.5% B 5.4% C 62% |
Nicotinic acid N-oxide
A
6-hydroxy-3-pyridinecarboxylic acid
B
2-hydroxy-3-carboxypyridine
C
3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide
Conditions | Yield |
---|---|
With acetic anhydride for 6h; Heating; | A 1.5% B 5.4% C 62% |
6-methoxy-nicotinic acid methyl ester
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 180℃; for 24h; | 55% |
2-Pyridone
methylammonium carbonate
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With potassium carbonate at 180 - 200℃; under 15200 Torr; |
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With hydrogenchloride |
6-methoxynicotinic acid
A
2-methoxypyridine
B
6-hydroxy-3-pyridinecarboxylic acid
nicotinic acid
A
6-hydroxy-3-pyridinecarboxylic acid
B
2-hydroxy-3-carboxypyridine
Conditions | Yield |
---|---|
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
6-hydrazinylnicotinic acid
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
at 150℃; |
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With sulfuric acid; sodium nitrite Aufgiessen der Loesung auf Eis; | |
With sulfuric acid Behandeln mit Salpetersaeure und nachfolgend Erwaermen des Reaktionsgemisches auf 100grad; |
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 100℃; im Rohr; | |
With hydrogenchloride at 150℃; im Rohr; |
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 150℃; im Rohr; |
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With water at 195℃; im Rohr; | |
With acetic acid at 250℃; im Rohr; |
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With ammonium hydroxide nachfolgend Kochen mit Natronlauge; |
6-aminonicotinic acid
sulfuric acid
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
Giessen der Loesung auf Eis; |
methylammonium carbonate
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With potassium carbonate at 180 - 200℃; under 15200 Torr; |
nicotinic acid
A
pyridine-2,5-diol
B
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid 2: aqueous KMnO4 3: aqueous HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous KMnO4 2: aqueous HCl View Scheme |
6-methoxynicotinic acid
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With [2Fe–2S] ferredoxin; cytochrome P450 enzyme CYP199A4, from Rhodopseudomonas palustris; flavin-dependent ferredoxin reductase; NADH; bovine liver catalase In ethanol Kinetics; Enzymatic reaction; |
Conditions | Yield |
---|---|
With sodium tungstate; ammonia at 50℃; for 10h; Temperature; |
6-hydroxy-3-pyridinecarboxylic acid
5-bromo-6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
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
6-hydroxy-3-pyridinecarboxylic acid
methyl 6-hydroxynicotinate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With hydrogenchloride pH=2; pH-value; | 98% |
With phosphorus pentachloride; trichlorophosphate at 120 - 130℃; |
6-hydroxy-3-pyridinecarboxylic acid
1-ethyl-2-pyridone-5-carboxylic acid
Conditions | Yield |
---|---|
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
diazomethyl-trimethyl-silane
methyl 6-hydroxynicotinate
Conditions | Yield |
---|---|
In methanol; hexane; benzene for 2h; Ambient temperature; | 95% |
In methanol; hexane; benzene | 95% |
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
6-hydroxy-3-pyridinecarboxylic acid
6-hydroxy-N-(2-morpholinoethyl)nicotinamide
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux; | 92% |
methanol
6-hydroxy-3-pyridinecarboxylic acid
6-oxo-1,6-dihydropyridin-3-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With thionyl chloride at 0℃; for 12h; Reflux; | 91.9% |
6-hydroxy-3-pyridinecarboxylic acid
4-chloro-aniline
N-(4-chlorophenyl)-6-hydroxynicotinamide
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux; | 91% |
6-hydroxy-3-pyridinecarboxylic acid
5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylic acid
Conditions | Yield |
---|---|
With bromine; acetic acid at 60℃; for 12h; | 91% |
6-hydroxy-3-pyridinecarboxylic acid
A
methyl 6-hydroxynicotinate
Conditions | Yield |
---|---|
With sulfuric acid In methanol; dichloromethane | A n/a B 90% |
4-(3-Aminopropyl)morpholine
6-hydroxy-3-pyridinecarboxylic acid
6-hydroxy-N-(3-morpholinopropyl)nicotinamide
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux; | 90% |
6-hydroxy-3-pyridinecarboxylic acid
4-fluoroaniline
N-(4-fluorophenyl)-6-hydroxynicotinamide
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Reflux; | 90% |
Conditions | Yield |
---|---|
With ammonium bisulphate; sulfuric acid; nitric acid at 75℃; for 14h; Temperature; | A 89.03% B n/a |
6-hydroxy-3-pyridinecarboxylic acid
ethanol
ethyl 6-hydroxypyridine-3-carboxylate
Conditions | Yield |
---|---|
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
N-(tert-butoxycarbonyl)-1,5-diaminopentane hydrochloride
Conditions | Yield |
---|---|
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
benzyl alcohol
6-hydroxynicotinic acid benzyl ester
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; | 88% |
6-hydroxy-3-pyridinecarboxylic acid
6-Chloronicotinoyl chloride
Conditions | Yield |
---|---|
With thionyl chloride; N,N-dimethyl-formamide | 86% |
With thionyl chloride; N,N-dimethyl-formamide Heating; |
6-hydroxy-3-pyridinecarboxylic acid
5-iodo-6-hydroxynicotinic acid
Conditions | Yield |
---|---|
With N-iodo-succinimide; sulfuric acid In tetrahydrofuran | 86% |
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% |
6-hydroxy-3-pyridinecarboxylic acid
1,1'-carbonyldiimidazole
6-hydroxy-N-picolylnicotinamide
Conditions | Yield |
---|---|
In tetrahydrofuran | 85% |
6-hydroxy-3-pyridinecarboxylic acid
Conditions | Yield |
---|---|
With pyridine; thionyl chloride In acetonitrile | 85% |
Conditions | Yield |
---|---|
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
N-cyclopropyl-N-(piperidin-4-yl)-3-(trifluoromethyl)benzenesulfonamide
Conditions | Yield |
---|---|
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
N-BOC-1,2-diaminoethane
tert-butyl (2-{[(6-hydroxypyridin-3-yl)carbonyl]amino}ethyl)carbamate
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
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
2-[4-(4-iodobenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With 1,1'-carbonyldiimidazole | 80% |
Conditions | Yield |
---|---|
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
2-[4-(4-methylbenzoyl)-2-chloro-6-fluorophenoxy]acethydrazide
Conditions | Yield |
---|---|
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% |
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
Hazard Codes: Xi
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 , 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.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View