5910-89-4

Basic information

• Product Name: 2,3-Dimethylpyrazine
• Synonyms: 2 3-DIMETHYLPYRAZINE 95+% FCC;2,3-Dimethylpyrazine,99%;dimethylpyrazine,2,3-dimethylpyrazine,2,3-dimethyl-1,4-diazine;Pyrazine, 2,3-dimethyl-;2,3-Dimethylpyrazine CAS#;2,3-DIMETHYL PYRAZINE FEMA NO.3271;2,3-DIMETHYL PYRAZINE pure;2,3-Dimethyloyrazine
• CAS NO: 5910-89-4
• Molecular Formula: C₆H₈N₂
• Molecular Weight: 108.14
• EINECS: 227-630-0
• Product Categories: Pyrazine;Pyrazines;Mono- & Polyalkylpyrazines;pyrazine Flavor;Alphabetical Listings;C-D;Flavors and Fragrances;Building Blocks;Heterocyclic Building Blocks;Pyrazine compounds;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 5910-89-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 11-13 °C
• Boiling Point: 156 °C(lit.)
• Flash Point: 130 °F
• Appearance: clear yellow to orange liquid
• Density: 1.02
• Vapor Pressure: 3.45mmHg at 25°C
• Refractive Index: n20/D 1.507(lit.)
• Storage Temp.: Flammables area
• PKA: 2.21±0.10(Predicted)
• BRN: 107908
• CAS DataBase Reference: 2,3-Dimethylpyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethylpyrazine(5910-89-4)
• EPA Substance Registry System: 2,3-Dimethylpyrazine(5910-89-4)

Safety Data

• Hazard Codes: Xn,F,Xi
• Statements: 10-22-37/38-41
• Safety Statements: 16-26-39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: UQ2625000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 5910-89-4(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 5910-89-4 differently. You can refer to the following data:
1. CLEAR YELLOW TO ORANGE LIQUID
2. 2,3-Dimethylpyrazine has a nutty, cocoa-like odor and green note.

Synthesis Reference(s)

The Journal of Organic Chemistry, 28, p. 1703, 1963 DOI: 10.1021/jo01041a506

General Description

The bacterium strain DP-45, identified as Rhodococcus erythropolis, was grown on 2,3-dimethylpyrazine.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Flammable liquid when exposed to heat, sparks, or flame. When heated to decomposition it emits toxic fumes of NOx

InChI:InChI=1/C6H8N2/c1-5-6(2)8-4-3-7-5/h3-4H,1-2H3

Synthetic route

ethylenediamine (107-15-3) + dimethylglyoxal (431-03-8) → 2,3-dimethylpyrazine (5910-89-4)

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 (41110-52-5) + acetic acid (64-19-7) → 2,3-dimethylpyrazine (5910-89-4)

Conditions	Yield
at 180℃;

2,3-dimethyl-piperazine (57193-34-7, 57193-35-8, 84468-52-0) → 2,3-dimethylpyrazine (5910-89-4)

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 (41110-52-5) → 2,3-dimethylpyrazine (5910-89-4)

Conditions	Yield
In acetic acid at 200℃; for 1h; Yield given;

2-<2-Hydroxy-2-(p-methoxyphenyl)ethyl>-3-methylpyrazine (72725-81-6) → 2,3-dimethylpyrazine (5910-89-4) + 4-methoxy-benzaldehyde (123-11-5)

Conditions	Yield
In diethylene glycol dimethyl ether at 170℃; Rate constant;

D-(+)-Glucose (54-17-1, 492-61-5, 492-62-6, 492-66-0, 530-25-6, 530-26-7, 530-27-8, 530-28-9, 552-76-1, 579-36-2, 643-69-6, 655-45-8, 2280-44-6, 3646-73-9, 7282-78-2, 7282-79-3, 7282-80-6, 7282-81-7, 7282-82-8, 7283-02-5, 7283-08-1, 7283-09-2, 7283-10-5, 7283-11-6, 7296-15-3, 7296-64-2, 7322-31-8, 10257-28-0, 12772-65-5, 12773-29-4, 12773-31-8, 12773-32-9, 12773-33-0, 12773-34-1, 19982-85-5, 28538-24-1, 32445-46-8, 32445-47-9, 32445-51-5, 32445-52-6, 34685-56-8, 34685-57-9, 35810-56-1, 39281-65-7, 39281-66-8, 39281-67-9, 39281-68-0, 39281-69-1, 39392-61-5, 39392-62-6, 39392-63-7, 39392-65-9, 39392-66-0, 39392-69-3, 40825-84-1, 40825-86-3, 40825-87-4, 40825-89-6, 42752-07-8, 42789-83-3, 46032-76-2, 54808-89-8, 66069-07-6, 120442-57-1, 120442-58-2, 120442-59-3, 120442-67-3, 131064-91-0, 131064-92-1, 131065-00-4, 131065-01-5, 131348-38-4) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1)

Conditions	Yield
With ammonium hydroxide In glycerol for 9h; Product distribution; Heating; also with amino acids;

5.6-dimethyl-pyrazine-dicarboxylic acid-(2.3) → 2,3-dimethylpyrazine (5910-89-4)

Conditions	Yield
With acetic acid at 180℃; im Rohr;

D-Glucose (2280-44-6) + L-leucine (61-90-5) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + var. alkyl substituted pyrazines

Conditions	Yield
With ammonium hydroxide In glycerol at 120℃; for 4h; Product distribution; var. times, solvents, temp., and ratios of reactants, also without leucine;

...Expand

D-glucose (50-99-7) + H-Lys-Lys-OH hydrochloride (134276-45-2) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 2-ethyl-6-methylpyrazine (13925-03-6)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

H-Lys-Lys-OH hydrochloride (134276-45-2) + 2-oxopropanal (78-98-8) → 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 3,5-dimethyl-2-(Z-1-propenyl)-pyrazine (55138-74-4) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

D-glucose (50-99-7) + LysAla*hydrobromide (410538-35-1) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-5-methypyrazine (13360-64-0) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

LysAla*hydrobromide (410538-35-1) + 2-oxopropanal (78-98-8) → 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + Tetramethylpyrazine (1124-11-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

D-glucose (50-99-7) + LysLeu*acetate (103404-72-4) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2-ethyl-5-methypyrazine (13360-64-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

LysLeu*acetate (103404-72-4) + 2-oxopropanal (78-98-8) → 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2,3,5-trimethyl-6-ethylpyrazine (17398-16-2) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3) + 2,5-dimethyl-3-propylpyrazine (18433-97-1)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

D-glucose (50-99-7) + LysSer*hydrochloride (275366-32-0) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2-ethyl-5-methypyrazine (13360-64-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

LysSer*hydrochloride (275366-32-0) + 2-oxopropanal (78-98-8) → 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 1-(5-methylpyrazin-2-yl)ethanone (22047-27-4) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

D-glucose (50-99-7) + Lys-Cys (106325-92-2) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-5-methypyrazine (13360-64-0) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

Lys-Cys (106325-92-2) + 2-oxopropanal (78-98-8) → 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2,3,5-trimethyl-6-ethylpyrazine (17398-16-2) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 1-(6-methyl-2-pyrazinyl)-1-ethanone (22047-26-3) + 1-(5-methylpyrazin-2-yl)ethanone (22047-27-4) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-alanin (56-41-7) + L-lysine (56-87-1) + D-glucose (50-99-7) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-5-methypyrazine (13360-64-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-alanin (56-41-7) + L-lysine (56-87-1) + 2-oxopropanal (78-98-8) → 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 1-(6-methyl-2-pyrazinyl)-1-ethanone (22047-26-3) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-serin (56-45-1) + L-lysine (56-87-1) + D-glucose (50-99-7) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + acetylpyrazine (22047-25-2) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-5-methypyrazine (13360-64-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-serin (56-45-1) + L-lysine (56-87-1) + 2-oxopropanal (78-98-8) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 1-(5-methylpyrazin-2-yl)ethanone (22047-27-4) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-Cysteine (52-90-4) + L-lysine (56-87-1) + D-glucose (50-99-7) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,3-dimethylpyrazine (5910-89-4) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-leucine (61-90-5) + L-lysine (56-87-1) + D-glucose (50-99-7) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + Tetramethylpyrazine (1124-11-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-5-methypyrazine (13360-64-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-leucine (61-90-5) + L-lysine (56-87-1) + 2-oxopropanal (78-98-8) → 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + Tetramethylpyrazine (1124-11-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3-dimethyl-5-(Z-1-propenyl)-pyrazine (55138-72-2) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-lysine (56-87-1) + L-glutamic acid (56-86-0) + D-glucose (50-99-7) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2-ethyl-5-methypyrazine (13360-64-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-lysine (56-87-1) + L-glutamic acid (56-86-0) + 2-oxopropanal (78-98-8) → 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2,6-dimethylpyrazine (108-50-9) + 2,3-dimethyl-5-(Z-1-propenyl)-pyrazine (55138-72-2) + 3,5-dimethyl-2-(Z-1-propenyl)-pyrazine (55138-74-4) + 2,3,5-trimethylpyrazine (14667-55-1) + 2,3,5-trimethyl-6-ethylpyrazine (17398-16-2) + 1-(5-methylpyrazin-2-yl)ethanone (22047-27-4) + 2,3-dimethyl-5-ethylpyrazine (15707-34-3) + 2,5-dimethyl-3-propylpyrazine (18433-97-1)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-lysine (56-87-1) + D-glucose (50-99-7) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + acetylpyrazine (22047-25-2) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2-ethyl-5-methypyrazine (13360-64-0)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

L-lysine (56-87-1) + D-glucose (50-99-7) → 1,4-pyrazine (290-37-9) + 2-Methylpyrazine (109-08-0) + 2,5-dimethyl-pyrazine (123-32-0) + 2,3-dimethylpyrazine (5910-89-4) + 2,6-dimethylpyrazine (108-50-9) + 2,3,5-trimethylpyrazine (14667-55-1) + 3-ethenyl-2,5-dimethylpyrazine (80935-98-4) + 2-ethyl-6-methylpyrazine (13925-03-6)

Conditions	Yield
In water at 130℃; for 2h; pH=8; Maillard reaction;

...Expand

2,3-dimethylpyrazine (5910-89-4) + bis(pinacol)diborane (73183-34-3) → 2,3-dimethyl-1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,4-dihydropyrazine

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%

2,3-dimethylpyrazine (5910-89-4) + triethylsilane (617-86-7) → 2-triethylsilyl-4,5-dimethylpyrazine

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%

2,3-dimethylpyrazine (5910-89-4) + copper(II) perchlorate hexahydrate + sodium thiocyanide (540-72-7) → 2,3-dimethylpyrazinobisthiocyanatodicopper(I)

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 (5910-89-4) + dichloro-bis(triethylphosphine)-di-μ-chloro-diplatinum(II) → trans-{PtCl2(triethylphosphine)}2(2,3-dimethylpyrazine) (118515-83-6)

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 (5910-89-4) → 2,3-dimethyl-1,4-diazine N-oxide (65464-21-3)

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%

2,3-dimethylpyrazine (5910-89-4) + 2,3-dicarboxypyrazine (89-01-0) + silver nitrate → [Ag2(Hpyzdc)2(μ-dmpyz)]

Conditions	Yield
With sodium hydroxide In water pH=7;	88%

2,3-dimethylpyrazine (5910-89-4) → 2,3-dimethylpyrazine-N,N'-dioxide (38870-37-0)

Conditions	Yield
With Oxone In dichloromethane at 25℃; for 24h;	87.7%

2,3-dimethylpyrazine (5910-89-4) + copper(I) bromide (7787-70-4) → poly[μ2-bromo-μ2-2,3-dimethylpyrazine-N,N'-copper(I)] (336881-20-0)

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 (5910-89-4) + chlorodicyclohexylphosphane (16523-54-9) → 2,3-bis((dicyclohexylphosphino)methyl)pyrazine

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 (5910-89-4) + copper(l) cyanide → poly[(tri-μ2-cyano-C,N)-bis(μ2-2,3-dimethyl-pyrazine-N,N)]tricopper(I)

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 (5910-89-4) + silver hexafluoroantimonate → 2Ag(1+)*3C4H2N2(CH3)2*2SbF6(1-) = [Ag2(C4H2N2(CH3)2)3](SbF6)2

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 (5910-89-4) + dodecatungstosilic acid + copper(II) nitrate trihydrate → ([Cu(2,3-dimethylpyrazine)1.5]4(SiW12O40))n

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%

2,3-dimethylpyrazine (5910-89-4) + 4-methoxycarbonylphenyl bromide (619-42-1) → (Z)-1-(4-bromophenyl)-2-(3-methylpyrazin-2-yl)ethen-1-ol

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 60℃; for 16h;	84%

2,3-dimethylpyrazine (5910-89-4) + 4-hydroxyisophthalic acid (636-46-4) → 2C8H6O5*C6H8N2

Conditions	Yield
In methanol at 20℃; for 336h;	84%

2,3-dimethylpyrazine (5910-89-4) + trifluoromethylsulfonic anhydride (358-23-6) + triphenylphosphine (603-35-0) → (5,6-dimethylpyrazin-2-yl)triphenylphosphonium trifluoromethanesulfonate

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%

2,3-dimethylpyrazine (5910-89-4) + rhodium(II) benzoate → [Rh2(benzoato)4(2,3-dimethylpyrazine)](n)

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 (5910-89-4) + 2,2-difluoro-2-(4-methoxyphenyl)acetic acid (1027513-97-8) → 5-(difluoro(4-methoxyphenyl)methyl)-2,3-dimethylpyrazine

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 (5910-89-4) + sodium azide + manganese (II) nitrate tetrahydrate → [Mn(N3)2(H2O)2](n)(2,3-dimethylpyrazine)(n)

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%

2,3-dimethylpyrazine (5910-89-4) + methyl iodide (74-88-4) → 1,2,3-trimethylpyrazinium iodide (91468-09-6)

Conditions	Yield
In ethanol	79.3%
for 2h; Heating;	63%

2,3-dimethylpyrazine (5910-89-4) → 2,3-dimethylpiperazine (84468-52-0)

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 (5910-89-4) + benzene-1,3,5-tricarboxylic acid (554-95-0) + water (7732-18-5) + silver(l) oxide (20667-12-3) → [Ag6(2,3-dimethylpyrazine)2(trimesic acid(-3H))2·5(water)]n

Conditions	Yield
With ammonium hydroxide In N,N-dimethyl-formamide Sonication;	79%

2,3-dimethylpyrazine (5910-89-4) + salicylic acid (69-72-7) → C7H6O3*0.5C6H8N2

Conditions	Yield
In water; acetone for 0.333333h;	79%

2,3-dimethylpyrazine (5910-89-4) + 6-aminonaphthalene-1-sulfonic acid (81-05-0) + water (7732-18-5) + silver carbonate → [Ag(6-amino-1-naphthalenesulfonato)(2,3-dimethylpyrazine)]*1.5H2O

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%

2,3-dimethylpyrazine (5910-89-4) + isophthalic acid (121-91-5) + silver(l) oxide (20667-12-3) → [Ag4(2,3-dimethylpyrazine)2(m-phthalate)2]n

Conditions	Yield
With ammonium hydroxide In ethanol; N,N-dimethyl-formamide Sonication;	78%

2,3-dimethylpyrazine (5910-89-4) + copper(l) iodide (7681-65-4) + potassium iodide (7681-11-0) → 2D-CuI(2,3-dimethylpyrazine)0.5

Conditions	Yield
In ethanol; acetonitrile at 20℃; for 72h;	78%

1,4-dioxane (123-91-1) + 2,3-dimethylpyrazine (5910-89-4) → 5-(1,4-dioxan-2-yl)-2,3-dimethylpyrazine

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%

2,3-dimethylpyrazine (5910-89-4) + 2,3,5,6-tetrafluoroterephthalic acid (652-36-8) → C8H2F4O4*C6H8N2

Conditions	Yield
In methanol; water for 0.25h;	76%

2,3-dimethylpyrazine (5910-89-4) + chloro-diphenylphosphine (1079-66-9) → 2,3-bis((diphenylphosphino)methyl)pyrazine

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 (5910-89-4) + mesitylenesulfonylhydroxylamine (36016-40-7) → 2,4,6-Trimethyl-benzenesulfonate1-amino-2,3-dimethyl-pyrazin-1-ium; (139242-98-1)

Conditions	Yield
In dichloromethane for 0.166667h; Ambient temperature;	74%

Upstream product

• 107-15-3 ethylenediamine 
• 431-03-8 dimethylglyoxal 
• 56-87-1 L-lysine 
• 50-99-7 D-glucose 
• 59-51-8 DL-methionine 
• 56-81-5 glycerol 
• 5051-06-9 (S)-6-Amino-2-((S)-2-amino-propionylamino)-hexanoic acid 
• 78-98-8 2-oxopropanal 
• 56-40-6 glycine 
• 72-18-4 L-valine 
• 56-41-7 L-alanin 
• 492-62-6 alpha-D-glucopyranose 
• 22677-62-9 L-valyl-L-lysine 
• 556-50-3 glycylglycine 

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