Conditions | Yield |
---|---|
With γ-maghemite-silica nanocomposite In neat (no solvent) at 55℃; for 6h; Green chemistry; | 94% |
With diethyl ether at 0℃; Erwaermen des Reaktionsprodukts und Oxydation des erhaltenen 2.3-Dimethyl-5.6-dihydro-pyrazins mit Fehlingscher Loesung; |
5,6-dimethyl-2,3-pyrazinedicarboxylic acid
acetic acid
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
at 180℃; |
2,3-dimethyl-piperazine
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
With aluminum oxide; copper oxide-chromium oxide silicon dioxide aluminium oxide catalyst; water; silica gel at 350 - 400℃; |
5,6-dimethyl-2,3-pyrazinedicarboxylic acid
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
In acetic acid at 200℃; for 1h; Yield given; |
2-<2-Hydroxy-2-(p-methoxyphenyl)ethyl>-3-methylpyrazine
A
2,3-dimethylpyrazine
B
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 170℃; Rate constant; |
D-(+)-Glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
Conditions | Yield |
---|---|
With ammonium hydroxide In glycerol for 9h; Product distribution; Heating; also with amino acids; |
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
With acetic acid at 180℃; im Rohr; |
D-Glucose
L-leucine
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
Conditions | Yield |
---|---|
With ammonium hydroxide In glycerol at 120℃; for 4h; Product distribution; var. times, solvents, temp., and ratios of reactants, also without leucine; |
D-glucose
H-Lys-Lys-OH hydrochloride
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
3-ethenyl-2,5-dimethylpyrazine
I
2-ethyl-6-methylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
H-Lys-Lys-OH hydrochloride
2-oxopropanal
A
2-Methylpyrazine
B
2,5-dimethyl-pyrazine
C
2,3-dimethylpyrazine
D
2-ethyl-3,6-dimethylpyrazine
E
2,6-dimethylpyrazine
F
3,5-dimethyl-2-(Z-1-propenyl)-pyrazine
G
2,3,5-trimethylpyrazine
H
3-ethenyl-2,5-dimethylpyrazine
I
2-ethyl-3,5-dimethylpyrazine
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
D-glucose
LysAla*hydrobromide
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
2-ethyl-6-methylpyrazine
I
2-ethyl-5-methypyrazine
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
LysAla*hydrobromide
2-oxopropanal
A
2-Methylpyrazine
B
2,5-dimethyl-pyrazine
C
2,3-dimethylpyrazine
D
Tetramethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
3-ethenyl-2,5-dimethylpyrazine
I
2-ethyl-3,5-dimethylpyrazine
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
D-glucose
LysLeu*acetate
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
2-ethyl-6-methylpyrazine
I
2-ethyl-3,5-dimethylpyrazine
J
2-ethyl-5-methypyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
LysLeu*acetate
2-oxopropanal
A
2-Methylpyrazine
B
2,5-dimethyl-pyrazine
C
2,3-dimethylpyrazine
D
2-ethyl-3,6-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
G
2,3,5-trimethyl-6-ethylpyrazine
H
2-ethyl-3,5-dimethylpyrazine
I
2,3-dimethyl-5-ethylpyrazine
J
2,5-dimethyl-3-propylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
D-glucose
LysSer*hydrochloride
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
2-ethyl-6-methylpyrazine
I
2-ethyl-3,5-dimethylpyrazine
J
2-ethyl-5-methypyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
LysSer*hydrochloride
2-oxopropanal
A
2-Methylpyrazine
B
2,5-dimethyl-pyrazine
C
2,3-dimethylpyrazine
D
2-ethyl-3,6-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
G
3-ethenyl-2,5-dimethylpyrazine
H
2-ethyl-3,5-dimethylpyrazine
I
1-(5-methylpyrazin-2-yl)ethanone
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
D-glucose
Lys-Cys
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
2-ethyl-6-methylpyrazine
I
2-ethyl-5-methypyrazine
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
Lys-Cys
2-oxopropanal
A
2,5-dimethyl-pyrazine
B
2,3-dimethylpyrazine
C
2-ethyl-3,6-dimethylpyrazine
D
2,6-dimethylpyrazine
E
2,3,5-trimethylpyrazine
F
2,3,5-trimethyl-6-ethylpyrazine
G
2-ethyl-3,5-dimethylpyrazine
H
1-(6-methyl-2-pyrazinyl)-1-ethanone
I
1-(5-methylpyrazin-2-yl)ethanone
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-alanin
L-lysine
D-glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
3-ethenyl-2,5-dimethylpyrazine
I
2-ethyl-6-methylpyrazine
J
2-ethyl-5-methypyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-alanin
L-lysine
2-oxopropanal
A
2-Methylpyrazine
B
2,5-dimethyl-pyrazine
C
2,3-dimethylpyrazine
D
2-ethyl-3,6-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
G
3-ethenyl-2,5-dimethylpyrazine
H
2-ethyl-3,5-dimethylpyrazine
I
1-(6-methyl-2-pyrazinyl)-1-ethanone
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-serin
L-lysine
D-glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
acetylpyrazine
F
2-ethyl-3,6-dimethylpyrazine
G
2,6-dimethylpyrazine
H
2,3,5-trimethylpyrazine
I
2-ethyl-6-methylpyrazine
J
2-ethyl-5-methypyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-serin
L-lysine
2-oxopropanal
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
3-ethenyl-2,5-dimethylpyrazine
I
1-(5-methylpyrazin-2-yl)ethanone
J
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-Cysteine
L-lysine
D-glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,3-dimethylpyrazine
D
2,3,5-trimethylpyrazine
E
2-ethyl-6-methylpyrazine
F
2,3-dimethyl-5-ethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-leucine
L-lysine
D-glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
Tetramethylpyrazine
F
2-ethyl-3,6-dimethylpyrazine
G
2,6-dimethylpyrazine
H
2,3,5-trimethylpyrazine
I
2-ethyl-6-methylpyrazine
J
2-ethyl-5-methypyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-leucine
L-lysine
2-oxopropanal
A
2-Methylpyrazine
B
2,5-dimethyl-pyrazine
C
2,3-dimethylpyrazine
D
Tetramethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3-dimethyl-5-(Z-1-propenyl)-pyrazine
H
2,3,5-trimethylpyrazine
I
2-ethyl-3,5-dimethylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-lysine
L-glutamic acid
D-glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2-ethyl-3,6-dimethylpyrazine
F
2,6-dimethylpyrazine
G
2,3,5-trimethylpyrazine
H
2-ethyl-6-methylpyrazine
I
2-ethyl-3,5-dimethylpyrazine
J
2-ethyl-5-methypyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-lysine
L-glutamic acid
2-oxopropanal
A
2,5-dimethyl-pyrazine
B
2,3-dimethylpyrazine
C
2,6-dimethylpyrazine
D
2,3-dimethyl-5-(Z-1-propenyl)-pyrazine
E
3,5-dimethyl-2-(Z-1-propenyl)-pyrazine
F
2,3,5-trimethylpyrazine
G
2,3,5-trimethyl-6-ethylpyrazine
H
1-(5-methylpyrazin-2-yl)ethanone
I
2,3-dimethyl-5-ethylpyrazine
J
2,5-dimethyl-3-propylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-lysine
D-glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
acetylpyrazine
F
2-ethyl-3,6-dimethylpyrazine
G
2,6-dimethylpyrazine
H
2,3,5-trimethylpyrazine
I
2-ethyl-3,5-dimethylpyrazine
J
2-ethyl-5-methypyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
L-lysine
D-glucose
A
1,4-pyrazine
B
2-Methylpyrazine
C
2,5-dimethyl-pyrazine
D
2,3-dimethylpyrazine
E
2,6-dimethylpyrazine
F
2,3,5-trimethylpyrazine
G
3-ethenyl-2,5-dimethylpyrazine
H
2-ethyl-6-methylpyrazine
Conditions | Yield |
---|---|
In water at 130℃; for 2h; pH=8; Maillard reaction; |
2,3-dimethylpyrazine
bis(pinacol)diborane
Conditions | Yield |
---|---|
With pyridine-4-carbonitrile In benzene-d6 at 20℃; for 12h; Kinetics; Mechanism; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere; Schlenk technique; | 100% |
With 2,6-dichloro-4,4’-bipyridine In cyclohexane at 60℃; for 16h; Reagent/catalyst; Solvent; Temperature; Glovebox; Inert atmosphere; | 84% |
In pentane N2; ligand and B compd. (1.1:1 molar ratio) stirred at room temp. for 2 h; | 0% |
Conditions | Yield |
---|---|
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; norbornene In di-isopropyl ether at 100℃; for 48h; Inert atmosphere; Glovebox; | 97% |
Conditions | Yield |
---|---|
In water addn. of an aq. soln. of Cu(ClO4)2*6H2O to an aq. soln. of 2,3-dimethylpyrazine, addn. of an aq. soln. of NaSCN to the mixt. and stirring; filtration of the yellow solid and washing with water and acetone; | 91% |
2,3-dimethylpyrazine
trans-{PtCl2(triethylphosphine)}2(2,3-dimethylpyrazine)
Conditions | Yield |
---|---|
In chloroform-d1 ligand and Pt complex (1:2 mol) in CDCl3 (or CD2Cl2) were stirred for 5 min; floating layer of hexane over soln.; elem. anal.; | 90% |
2,3-dimethylpyrazine
2,3-dimethyl-1,4-diazine N-oxide
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 16h; | 88% |
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane at 20℃; | 85% |
With sodium perborate; acetic acid at 80℃; for 5h; | 47% |
Conditions | Yield |
---|---|
With sodium hydroxide In water pH=7; | 88% |
2,3-dimethylpyrazine
2,3-dimethylpyrazine-N,N'-dioxide
Conditions | Yield |
---|---|
With Oxone In dichloromethane at 25℃; for 24h; | 87.7% |
2,3-dimethylpyrazine
copper(I) bromide
poly[μ2-bromo-μ2-2,3-dimethylpyrazine-N,N'-copper(I)]
Conditions | Yield |
---|---|
In acetonitrile CuBr and 2,3-dimethylpyrazine (3-fold excess) in MeCN stirred at room temp. for 1 d; ppt. filtered off, washed with Et2O; elem. anal.; | 86.5% |
In acetonitrile CuBr and 2,3-dimethylpyrazine (1:1.1 mol) in MeCN were mixed; filtered off after 2 d; washed (EtOH, Et2O); |
2,3-dimethylpyrazine
chlorodicyclohexylphosphane
Conditions | Yield |
---|---|
Stage #1: 2,3-dimethylpyrazine With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at -78 - 80℃; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In diethyl ether at -78 - 20℃; Inert atmosphere; | 86% |
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
In acetonitrile CuCN and ligand stirred in MeCN at room temp. for 3 d or without stirring for 7 d; filtered, washed with EtOH and Et2O; elem. anal.; | 85.3% |
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
In ethanol; dichloromethane layering EtOH over a soln. of the ligand in CH2Cl2, then layering a soln. of the Ag salt in EtOH; crystn. with some d; | 85% |
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
With NaOH In water High Pressure; dissolving tungsten compd., pyrazine deriv. and copper compd. in distld.water at room temp., adjusting pH to 3-4 by 1 M NaOH, heating at 180.de gree.C for 34 h, cooling to 100°C at rate of 10 °C/h, heating at 100°C for 16 h; cooling to room temp. at rate of 3 °C/h, isolating crystals, elem. anal.; | 85% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 60℃; for 16h; | 84% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 336h; | 84% |
2,3-dimethylpyrazine
trifluoromethylsulfonic anhydride
triphenylphosphine
Conditions | Yield |
---|---|
Stage #1: 2,3-dimethylpyrazine; trifluoromethylsulfonic anhydride In dichloromethane at -78℃; for 0.5h; Inert atmosphere; Stage #2: triphenylphosphine In dichloromethane at -78℃; for 0.5h; Inert atmosphere; Stage #3: With triethylamine In dichloromethane at -78 - 20℃; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
In acetonitrile a soln. of Rh complex allowed to stand at room temp. with a ligand vaporfor 1 mo; filtered, washed (MeOH), air-dried; elem. anal.; | 82% |
2,3-dimethylpyrazine
2,2-difluoro-2-(4-methoxyphenyl)acetic acid
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; silver nitrate In dichloromethane; water at 50℃; for 24h; Minisci Aromatic Substitution; Inert atmosphere; Sealed tube; regioselective reaction; | 81% |
2,3-dimethylpyrazine
Conditions | Yield |
---|---|
In further solvent(s) Mn salt, NaN3 and 2,3-dimethylpyrazine dissolved in aq. hydrazoic acid; cooled slowly to 4°C for 3 d; elem. anal.; | 80% |
Conditions | Yield |
---|---|
In ethanol | 79.3% |
for 2h; Heating; | 63% |
2,3-dimethylpyrazine
2,3-dimethylpiperazine
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol at 40℃; for 72h; | 79.2% |
With hydrogen; palladium 10% on activated carbon In ethanol under 2844.39 - 3102.97 Torr; for 72h; |
2,3-dimethylpyrazine
benzene-1,3,5-tricarboxylic acid
water
silver(l) oxide
Conditions | Yield |
---|---|
With ammonium hydroxide In N,N-dimethyl-formamide Sonication; | 79% |
Conditions | Yield |
---|---|
In water; acetone for 0.333333h; | 79% |
Conditions | Yield |
---|---|
With NH3 In water byproducts: CO2; Ag2CO3 added to an aq. soln. of 6-amino-1-naphthalenesulfonic acid, stirred, (CH3)2C4H2N2 added, stirred, an aq. soln. of NH3 added dropwise; crystd. at room temp.; elem. anal.; | 78% |
Conditions | Yield |
---|---|
With ammonium hydroxide In ethanol; N,N-dimethyl-formamide Sonication; | 78% |
Conditions | Yield |
---|---|
In ethanol; acetonitrile at 20℃; for 72h; | 78% |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; dibenzoyl peroxide at 100℃; for 12h; Inert atmosphere; | 77% |
With trifluorormethanesulfonic acid; dibenzoyl peroxide at 100℃; for 12h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
In methanol; water for 0.25h; | 76% |
Conditions | Yield |
---|---|
Stage #1: 2,3-dimethylpyrazine With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at -78 - 80℃; Inert atmosphere; Stage #2: chloro-diphenylphosphine In diethyl ether at -78 - 20℃; Inert atmosphere; | 75% |
2,3-dimethylpyrazine
mesitylenesulfonylhydroxylamine
2,4,6-Trimethyl-benzenesulfonate1-amino-2,3-dimethyl-pyrazin-1-ium;
Conditions | Yield |
---|---|
In dichloromethane for 0.166667h; Ambient temperature; | 74% |
1. | orl-rat LD50:613 mg/kg | DCTODJ Drug and Chemical Toxicology. 3 (1980),249. | ||
2. | ipr-mus LD50:1390 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 17 (1970),244. |
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