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Conditions | Yield |
---|---|
at 30℃; for 16h; Pseudomonas putida ATCC 33015; | 90% |
With potassium permanganate In water at 76 - 82℃; for 5.7h; Temperature; Industrial scale; | 81.6% |
With sodium tungstate; oxygen; cobalt(II) nitrate; manganese(ll) chloride In water | 75.6% |
2-methylpyrazin-5-carboxylic acid
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen; sodium hydroxide In methanol at 60℃; under 15001.5 Torr; for 12h; Autoclave; Inert atmosphere; | 68% |
2-methylpyrazin-5-carboxylic acid
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen; sodium hydroxide In methanol at 60℃; under 15001.5 Torr; for 12h; Reagent/catalyst; Autoclave; Inert atmosphere; | 71% |
2-(chloromethyl)-5-methylpyrazine hydrochloride
2-methylpyrazin-5-carboxylic acid
Conditions | Yield |
---|---|
With potassium carbonate In water; tert-butyl alcohol at 60℃; Ni-anode, 12 mA/cm2; | 82% |
Multi-step reaction with 2 steps 1: 74 percent / KOAc, KHCO3 / ethanol / 6 h / Heating 2: 93 percent / 1 N aq. NaOH / 40 °C / Ni-anode, 12 mA/cm2 View Scheme | |
Multi-step reaction with 2 steps 1: 65 percent / KOAc / ethanol / 6 h / Heating 2: 87 percent / 1 N aq.NaOH / 40 °C / Ni-anode, 12 mA/cm2 View Scheme |
2-Hydroxymethyl-5-methylpyrazine
2-methylpyrazin-5-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 40℃; Ni-anode, 12 mA/cm2; | 93% |
With potassium permanganate for 0.5h; Oxidation; |
2-Acetoxymethyl-5-methylpyrazine
2-methylpyrazin-5-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 40℃; Ni-anode, 12 mA/cm2; | 87% |
Multi-step reaction with 2 steps 1: 85 percent / NaOH / ethanol / 0.17 h 2: aq. KMnO4 / 0.5 h View Scheme |
Conditions | Yield |
---|---|
at 175 - 185℃; under 2 Torr; | 71% |
2,5-dimethyl-pyrazine
A
2-methylpyrazin-5-carboxylic acid
B
2,5-pyrazinedicarboxylic acid
Conditions | Yield |
---|---|
With chromium(III) nitrate In water Ambient temperature; electrochemical oxidation on activated nickel hydroxide anode; | A 40% B 20% |
2-methyl-5-pyrazinylmethyl chloride
2-methylpyrazin-5-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent Chromat. / ethanol / Heating 2: 85 percent / NaOH / ethanol / 0.17 h 3: aq. KMnO4 / 0.5 h View Scheme |
3-carboxamido-2-hydroxy-6-methylpyrazine
2-methylpyrazin-5-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sulfuric acid / 12 h / 100 °C 2: thionyl chloride / 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide / 6 h / 80 °C 3: palladium 10% on activated carbon; hydrogen; sodium hydroxide / methanol / 12 h / 60 °C / 15001.5 Torr / Autoclave; Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid / 12 h / 100 °C 2: dibromo sulfoxide / 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide / 6 h / 80 °C 3: palladium 10% on activated carbon; hydrogen; sodium hydroxide / methanol / 12 h / 60 °C / 15001.5 Torr / Autoclave; Inert atmosphere View Scheme |
Molecular Structure of 5-Methyl-2-pyrazinecarboxylic acid (CAS NO.5521-55-1):
IUPAC Name: 5-methylpyrazine-2-carboxylic acid
Empirical Formula: C6H6N2O2
Molecular Weight: 138.124
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 52.08 Å2
Molar Refractivity: 34.19 cm3
Molar Volume: 104.6 cm3
Index of Refraction: 1.566
Surface Tension: 63.3 dyne/cm
Density: 1.319 g/cm3
Flash Point: 145.2 °C
Enthalpy of Vaporization: 58.9 kJ/mol
Boiling Point: 316.5 °C at 760 mmHg
Vapour Pressure: 0.000172 mmHg at 25°C
Melting Point: 167-171 °C(lit.)
Synonyms of 5-Methyl-2-pyrazinecarboxylic acid (CAS NO.5521-55-1): 2-pyrazinecarboxylic acid, 5-methyl- ; 5-Methylpyrazine-2-Carboxylic Acid ; 5-Methylpyrazinecarboxylic acid ; Pyrazinecarboxylic acid, 5-methyl-
5-Methyl-2-Pyrazinecarboxylic acid (CAS NO.5521-55-1) is used as an intermediate in the synthesis of glipizide.
Hazard Codes: :Xi
Risk Statements: 41-36/37/38
R41:Risk of serious damage to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39:Wear eye / face protection.
S36:Wear suitable protective clothing.
WGK Germany: 1
Hazard Note: Irritant
5-Methyl-2-pyrazinecarboxylic acid (CAS NO.5521-55-1) is a pale brown powder, it can be made by 2,5-2-methyl or 2-methyl-5-(substituted) methyl pyrazine electrolytic oxidation .Preparation Products are Acipimox , raw material is 2-Methylpyrazine .