2-(methylthio)pyrazine supplier

Name
2-(Methylthio)pyrazine
EINECS 244-675-1
CAS No. 21948-70-9
Article Data9
CAS DataBase
Density 1.19 g/cm³
Solubility
Melting Point 44 °C
Formula C₅H₆N₂S
Boiling Point 221.2 °C at 760 mmHg
Molecular Weight 126.182
Flash Point 87.6 °C
Transport Information
Appearance
Safety 22-24/25-39-26
Risk Codes 22-37/38-41
Molecular Structure
Hazard Symbols Xn
Synonyms Pyrazine,(methylthio)- (6CI,7CI,8CI,9CI);(Methylthio)pyrazine;2-Methylmercaptopyrazine;Methyl pyrazinyl sulfide;Pyrazinyl methyl sulfide;
PSA 51.08000
LogP 1.19850

Synthetic route

: 14508-49-7
2-chloropyrazin

: 5188-07-8
sodium thiomethoxide

: 21948-70-9
2-(methylthio)pyrazine

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 80℃; for 0.0138889h; microwave irradiation;	88%
In N,N-dimethyl-formamide at 25℃; for 24h; Inert atmosphere;	49%

: 624-92-0
Dimethyldisulphide

: 32111-21-0
2-iodopyrazine

: 21948-70-9
2-(methylthio)pyrazine

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; fac-tris(2-phenylpyridinato-N,C2')iridium(III); dimethyl sulfoxide In acetonitrile at 20℃; for 24h; Irradiation; Sealed tube; chemoselective reaction;	85%

: 56423-63-3
2-bromopyrazine

: 353-43-5
boron dimethyl-trifluoro sulphide

: 21948-70-9
2-(methylthio)pyrazine

Conditions

Conditions	Yield
In neat (no solvent) at 60℃; for 16h; Sealed tube;	57%

: S-adenosyl-L-methionine

: 38521-06-1
2-mercaptopyrazine

: 21948-70-9
2-(methylthio)pyrazine

Conditions

Conditions	Yield
With rat liver microsomes In phosphate buffer at 37℃; for 0.5h; pH=7.5; Enzyme kinetics; Methylation; Enzymatic reaction;

: 14508-49-7
2-chloropyrazin

: 74-88-4
methyl iodide

A: 290-37-9
1,4-pyrazine

B: 21948-70-9
2-(methylthio)pyrazine

Conditions

Conditions	Yield
Stage #1: 2-chloropyrazin With potassium tert-butylate; thiourea In dimethyl sulfoxide for 3h; UV-irradiation; Stage #2: methyl iodide In water; dimethyl sulfoxide	A n/a B 83 % Chromat.

...Expand

: silver perchlorate

: 21948-70-9
2-(methylthio)pyrazine

: 2Ag(1+)*2C5H6N2S*2ClO4(1-)

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 0.0833333h;	95%

: 17151-48-3
tributyl(4-chlorophenyl)stannane

: 21948-70-9
2-(methylthio)pyrazine

: 108030-79-1
2 (4-chlorophenyl)-pyrazine

Conditions

Conditions	Yield
With trans benzyl(chloro)bis(triphenylphosphine)palladium(II); copper(I) 2-hydroxy-3-methylbenzoate In tetrahydrofuran at 50℃;	92%

: 7677-24-9
trimethylsilyl cyanide

: 21948-70-9
2-(methylthio)pyrazine

: 128142-12-1
3-(methylthio)pyrazine-2-carbonitrile

Conditions

Conditions	Yield
Stage #1: 2-(methylthio)pyrazine With trifluoromethylsulfonic anhydride In chloroform at 20℃; for 1h; Inert atmosphere; Sealed tube; Stage #2: trimethylsilyl cyanide In chloroform at 60℃; for 3h; Inert atmosphere; Sealed tube; Stage #3: With 4-methyl-morpholine In chloroform at 60℃; for 17h; Inert atmosphere; Sealed tube;	92%

: 21948-70-9
2-(methylthio)pyrazine

: 74-88-4
methyl iodide

: 1-methyl-3-(methylthio)pyrazin-1-ium iodide

Conditions

Conditions	Yield
at 80℃; for 2h;	90%

: zinc trimethylacetate

: 21948-70-9
2-(methylthio)pyrazine

: (3-(methylthio)pyrazin-2-yl)zinc pivalate

Conditions

Conditions	Yield
Stage #1: 2-(methylthio)pyrazine With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at -20℃; for 4h; Inert atmosphere; Schlenk technique; Stage #2: zinc trimethylacetate In tetrahydrofuran at 0 - 25℃; for 0.25h; Inert atmosphere; Schlenk technique;	89%

: 452-84-6
3-amino-4-fluorotoluene

: 21948-70-9
2-(methylthio)pyrazine

: N-(2-fluoro-5-methylphenyl)pyrazin-2-amine

Conditions

Conditions	Yield
With potassium hexamethylsilazane at 100℃; for 16h; Inert atmosphere;	89%
With potassium hexamethylsilazane In tetrahydrofuran at 100℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;	89%

: 2923-28-6
silver trifluoromethanesulfonate

: 21948-70-9
2-(methylthio)pyrazine

: [Ag(2-(methylthio)pyrazine)(trifluoromethylsulfonate)]n

Conditions

Conditions	Yield
In methanol at 20℃; for 0.5h; Darkness; Inert atmosphere;	88%

: 62673-31-8
benzyl(bromo)zinc

: 21948-70-9
2-(methylthio)pyrazine

: 28217-95-0
2-benzylpyrazine

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 55 - 60℃; for 1h; Substitution; benzylation;	86%
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 60℃; for 2h;	45%

: 824-94-2
p-methoxybenzyl chloride

: 21948-70-9
2-(methylthio)pyrazine

: 89815-18-9
2-(4-methoxybenzyl)pyrazine

Conditions

Conditions	Yield
Stage #1: p-methoxybenzyl chloride With lithium chloride; zinc Inert atmosphere; Stage #2: 2-(methylthio)pyrazine With bis(acetylacetonate)nickel(II); bis[2-(diphenylphosphino)phenyl] ether In tetrahydrofuran at 25℃; Inert atmosphere;	84%

: (4-methoxybenzyl)zinc chloride * lithium chloride

: 21948-70-9
2-(methylthio)pyrazine

: 89815-18-9
2-(4-methoxybenzyl)pyrazine

Conditions

Conditions	Yield
Stage #1: 2-(methylthio)pyrazine With bis(acetylacetonate)nickel(II); bis[2-(diphenylphosphino)phenyl] ether In tetrahydrofuran for 0.166667h; Inert atmosphere; Large scale reaction; Stage #2: (4-methoxybenzyl)zinc chloride * lithium chloride In tetrahydrofuran at 25℃; for 15h; Inert atmosphere;	84%

: 75-18-3
dimethylsulfide

: 67-68-5
dimethyl sulfoxide

: 21948-70-9
2-(methylthio)pyrazine

: 2-(methylthio)-6-((methylthio)methyl)pyrazine

Conditions

Conditions	Yield
With chloro-trimethyl-silane; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate at 20℃; for 16h; Inert atmosphere; Irradiation; Sealed tube;	84%

...Expand

: silver nitrate

: 21948-70-9
2-(methylthio)pyrazine

: [Ag(2-(methylthio)pyrazine)(NO3)]n

Conditions

Conditions	Yield
In methanol at 20℃; for 0.5h; Darkness; Inert atmosphere;	84%

: 1-naphthylzinc iodide–lithium chloride

: 21948-70-9
2-(methylthio)pyrazine

: 560993-92-2
2-(naphthalen-1-yl)pyrazine

Conditions

Conditions	Yield
Stage #1: 2-(methylthio)pyrazine With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran for 0.166667h; Inert atmosphere; Stage #2: 1-naphthylzinc iodide–lithium chloride In tetrahydrofuran at 25℃; for 18h; Inert atmosphere;	83%

: 21948-70-9
2-(methylthio)pyrazine

: 58139-09-6
2-iodo-3-(methylthio)pyrazine

Conditions

Conditions	Yield
Stage #1: 2-(methylthio)pyrazine With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; boron trifluoride diethyl etherate In tetrahydrofuran at -40℃; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran at -40 - 25℃; Inert atmosphere; regioselective reaction;	81%

: 21948-70-9
2-(methylthio)pyrazine

: 17435-72-2
ethyl 2-bromomethyl-2-propenoate

: 1259092-22-2
ethyl 2-{[3-(methylsulfanyl)pyrazin-2-yl]methyl}prop-2-enoate

Conditions

Conditions	Yield
Stage #1: 2-(methylthio)pyrazine With tmp4Zr4MgCl26LiCl In tetrahydrofuran at -35℃; for 0.333333h; Inert atmosphere; Stage #2: ethyl 2-bromomethyl-2-propenoate With iodine In tetrahydrofuran at -40℃; for 1h; Inert atmosphere; regioselective reaction;	81%

: tricarbonyldichlororuthenium (II) dimer

: 21948-70-9
2-(methylthio)pyrazine

: 878002-96-1
[Ru(CO)3Cl2(2-thiomethylpyrazine-κN4)]

Conditions

Conditions	Yield
In ethanol soln. of (Ru(CO)3Cl2)2 in degassed EtOH mixed with soln. of 2-methylthiopyrazine in degassed EtOH; mixt. stirred for 17 h; ppt. filtered off; washed with EtOH; dried under vac.; elem. anal.;	80%

: 1569-69-3
Cyclohexanethiol

: 21948-70-9
2-(methylthio)pyrazine

: 135763-82-5
2-(cyclohexylthio)pyrazine

Conditions

Conditions	Yield
With Singacycle A1; lithium hexamethyldisilazane In toluene at 80℃; for 2h; Glovebox; Sealed tube;	80%

: 26042-63-7
silver(I) hexafluorophosphate

: 21948-70-9
2-(methylthio)pyrazine

: [Ag(2-(methylthio)pyrazine)2(PF6)]n

Conditions

Conditions	Yield
In methanol at 20℃; for 0.5h; Darkness; Inert atmosphere;	79%

: 536-74-3
phenylacetylene

: 21948-70-9
2-(methylthio)pyrazine

: 96129-41-8
2-(2-phenylethynyl)pyrazine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; triethylamine In tetrahydrofuran at 100℃; for 1h; Sonogashira-type coupling; Microwave irradiation;	74%

: 3-EtOC(=O)C6H4ZnI*LiCl

: 21948-70-9
2-(methylthio)pyrazine

: 1217817-54-3
ethyl 3-pyrazin-2-ylbenzoate

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); bis[2-(diphenylphosphino)phenyl] ether In tetrahydrofuran at 25℃; for 14h; Inert atmosphere;	74%

: 110-91-8
morpholine

: 21948-70-9
2-(methylthio)pyrazine

: 5625-94-5
4-(pyrazin-2-yl)morpholine

Conditions

Conditions	Yield
With potassium hexamethylsilazane In toluene at 60℃; for 24h; Schlenk technique; Inert atmosphere;	71%

: 768-60-5
4-methoxyphenylacetylen

: 21948-70-9
2-(methylthio)pyrazine

: 1131447-26-1
2-((4-methoxyphenyl)ethynyl)pyrazine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; triethylamine In tetrahydrofuran at 100℃; for 1h; Sonogashira-type coupling; Microwave irradiation;	70%

: 931-48-6
2-cyclohexylacetylene

: 21948-70-9
2-(methylthio)pyrazine

: 1131447-29-4
C12H14N2

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; triethylamine In tetrahydrofuran at 100℃; for 1h; Sonogashira-type coupling; Microwave irradiation;	68%

: 705-29-3
3-Trifluoromethylbenzyl chloride

: 21948-70-9
2-(methylthio)pyrazine

: 1009309-82-3
2-[3-(trifluoromethyl)benzyl]pyrazine

Conditions

Conditions	Yield
Stage #1: 3-Trifluoromethylbenzyl chloride With lithium chloride; zinc Inert atmosphere; Stage #2: 2-(methylthio)pyrazine With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 25℃; Inert atmosphere;	68%

: 123-11-5
4-methoxy-benzaldehyde

: 21948-70-9
2-(methylthio)pyrazine

: 1426318-77-5
(4-methoxyphenyl)(3-(methylthio)pyrazin-2-yl)methanol

Conditions

Conditions	Yield
Stage #1: 2-(methylthio)pyrazine With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; boron trifluoride diethyl etherate In tetrahydrofuran at -40℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -40℃; for 1h; Inert atmosphere; Schlenk technique; Stage #3: With ammonia; water; ammonium chloride In tetrahydrofuran Inert atmosphere; Schlenk technique;	67%

Yield

Stage #1: 2-(methylthio)pyrazine With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; boron trifluoride diethyl etherate In tetrahydrofuran at -40℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -40℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #3: With ammonia; water; ammonium chloride In tetrahydrofuran Inert atmosphere; Schlenk technique;

67%

2-(methylthio)pyrazine Chemical Properties

Molecular Formula: C₅H₆N₂S
Molar mass: 126.1795 g/mol
Density: 1.19 g/cm³
Flash Point: 87.6 °C
Melting point: 44 °C
Index of Refraction: 1.574
Boiling Point: 221.2 °C at 760 mmHg
Vapour Pressure: 0.161 mmHg at 25°C
Structure of 2-(Methylthio)pyrazine(21948-70-9) :

Synonyms of2-(Methylthio)pyrazine(21948-70-9) : Pyrazine, (methylthio)- ; 2-(Methylmercapto)pyrazine
Product Categories of 2-(Methylthio)pyrazine(21948-70-9) : Pyrazines;pyrazine Flavor;Chlorop yrazines

2-(methylthio)pyrazine Uses

2-(Methylthio)pyrazine(21948-70-9) can be used as a daily and edible flavor.

2-(methylthio)pyrazine Safety Profile

Hazard Codes: Xn

Risk Statements:
22: Harmful if swallowed
37: Irritating to the respiratory system
38: Irritating to the skin
41: Risk of serious damage to eyes
Safety Statements:
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
39: Wear eye/face protection

Product Name

2-(Methylthio)pyrazine

Synthetic route

2-(methylthio)pyrazine Chemical Properties

2-(methylthio)pyrazine Uses

2-(methylthio)pyrazine Safety Profile

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