2-chloropyrazin
2,6-dichloropyrazine
Conditions | Yield |
---|---|
With pyridine; chlorine at 110℃; for 2h; Reagent/catalyst; | 87.3% |
With sulfuryl dichloride at 120℃; |
Conditions | Yield |
---|---|
With trichlorophosphate for 6h; Heating; | 84% |
3-chloropyrazine 1-oxide
A
2,5-dichloropyrazine
B
2,3-dichloropyrazine
C
2,6-dichloropyrazine
Conditions | Yield |
---|---|
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given; | |
With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
3-chloropyrazine 1-oxide
A
2-chloropyrazin
B
2,5-dichloropyrazine
C
2,3-dichloropyrazine
D
2,6-dichloropyrazine
Conditions | Yield |
---|---|
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
2-chloropyrazine 1-oxide
A
2-chloropyrazin
B
2,3-dichloropyrazine
C
2,6-dichloropyrazine
Conditions | Yield |
---|---|
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
at 120℃; |
1,4-pyrazine
water
chlorine
A
2-chloropyrazin
B
2,5-dichloropyrazine
C
2,3-dichloropyrazine
D
2,6-dichloropyrazine
Conditions | Yield |
---|---|
at 350℃; Product distribution; |
2-chloropyrazin
A
2,6-dichloropyrazine
Conditions | Yield |
---|---|
With chlorine at 475℃; |
Conditions | Yield |
---|---|
With water; chlorine at 350℃; |
Conditions | Yield |
---|---|
With water; chlorine at 400 - 500℃; | |
With water; chlorine at 400 - 500℃; |
2,6-dichloropyrazine
4-methoxyphenylboronic acid
2,6-bis-(4-methoxy-phenyl)-pyrazine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene for 14h; Suzuki coupling; Heating; | 100% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 70℃; for 0.5h; Suzuki-Miyaura Coupling; Microwave irradiation; | 97% |
6-hydroxycoumarin
2,6-dichloropyrazine
2-chloro-6-(7-coumarinyloxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; | 100% |
7-hydroxy-2H-chromen-2-one
2,6-dichloropyrazine
2-chloro-6-(7-coumarinyloxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 100% |
5-hydroxy-2,3-dihydro-1H-indene-1-one
2,6-dichloropyrazine
2-chloro-6-(indanone-5-oxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 100% |
6-Hydroxy-1-tetralone
2,6-dichloropyrazine
2-chloro-6-(tetralon-1-yl-6-oxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 100% |
5-Hydroxy-1-tetralone
2,6-dichloropyrazine
2-chloro-6-(tetralon-1-yl-5-oxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 100% |
2,6-dichloropyrazine
N-(5-hydroxynaphthalen-2-yl)acetamide
2-chloro-6-(6-acetamido-naphthyl-1-oxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 100% |
2,6-dichloropyrazine
tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate
tert-butyl (3R)-3-[(6-chloropyrazin-2-yl)oxy]piperidine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate With sodium hydride In tetrahydrofuran at 0 - 5℃; for 2h; Industry scale; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 0 - 30℃; for 3.5h; | 100% |
2-(N,N-dimethylamino)ethanol
2,6-dichloropyrazine
2-(6-chloropyrazin-2-yl)oxy-N,N-dimethylethanamine
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; | 100% |
Stage #1: 2-(N,N-dimethylamino)ethanol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 50℃; for 0.166667h; Microwave irradiation; | 99% |
Stage #1: 2-(N,N-dimethylamino)ethanol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 2,6-dichloropyrazine In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 87% |
Stage #1: 2-(N,N-dimethylamino)ethanol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Microwave irradiation; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran for 0.166667h; Microwave irradiation; |
3-Dimethylamino-1-propanol
2,6-dichloropyrazine
3-(6-chloropyrazin-2-yloxy)-N,N-diethylpropan-1-amine
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; | 100% |
3-Dimethylamino-1-propanol
2,6-dichloropyrazine
3-(6-chloropyrazin-2-yl)oxy-N,N-dimethylpropan-1-amine
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; | 100% |
Stage #1: 3-Dimethylamino-1-propanol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 2,6-dichloropyrazine In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 79% |
Stage #1: 3-Dimethylamino-1-propanol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 50℃; for 0.166667h; Microwave irradiation; | 77% |
Stage #1: 3-Dimethylamino-1-propanol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Microwave irradiation; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran for 0.166667h; Microwave irradiation; |
Conditions | Yield |
---|---|
Stage #1: Cyclopentanol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 50℃; for 0.166667h; Microwave irradiation; | 100% |
Stage #1: Cyclopentanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran; mineral oil at 20℃; for 16h; | 80% |
2,6-dichloropyrazine
cyclohexanol
2-chloro-6-(cyclohexyloxy)pyrazine
Conditions | Yield |
---|---|
Stage #1: cyclohexanol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 50℃; for 0.166667h; Microwave irradiation; | 100% |
Conditions | Yield |
---|---|
Stage #1: N-methyl-4-hydroxypiperidine With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 50℃; for 0.166667h; Microwave irradiation; | 100% |
Conditions | Yield |
---|---|
In methanol for 18h; Reflux; | 99% |
In methanol Heating / reflux; | 98% |
In methanol at 80℃; for 18h; Reflux; | 97% |
2,6-dichloropyrazine
4-Hydroxyacetophenone
2-chloro-6-(acetophenone-4-oxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 99% |
2,6-dichloropyrazine
meta-hydroxyacetanilide
2-chloro-6-(3-acetamidophenyl-oxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 99% |
2,6-dichloropyrazine
2-(Diethylamino)ethanol
2-(6-chloropyrazin-2-yloxy)-N,N-diethylethanamine
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; | 99% |
Stage #1: 2-(Diethylamino)ethanol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 50℃; for 0.166667h; Microwave irradiation; | 95% |
Conditions | Yield |
---|---|
With triethylamine In ethanol for 1.5h; Reflux; | 99% |
tert-butyl [(2S)-1-aminopropan-2-yl]carbamate hydrochloride
2,6-dichloropyrazine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine at 115℃; for 8h; | 99% |
4-methyl-3-(methyloxy)phenol
2,6-dichloropyrazine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 160℃; for 16h; Inert atmosphere; Schlenk technique; | 99% |
furan-2-ylmethanamine
2,6-dichloropyrazine
6-chloro-N-(2-furylmethyl)pyrazin-2-amine
Conditions | Yield |
---|---|
98% |
1-benzenesulfonyl-6-methoxy-2-tributylstannyl-1H-indole
2,6-dichloropyrazine
1-benzensulfonyl-2-(6-chloro-pyrazin-2-yl)-6-methoxy-1H-indole
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 100℃; for 0.333333h; Stille cross-coupling; Inert atmosphere; Microwave irradiation; | 98% |
Conditions | Yield |
---|---|
With C84H64Cl3N3Pd; potassium carbonate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling; | 98% |
Conditions | Yield |
---|---|
With C84H64Cl3N3Pd; potassium carbonate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling; | 98% |
Conditions | Yield |
---|---|
With CsCO3 In N,N-dimethyl-formamide at 110℃; for 20h; | 97% |
2,6-dichloropyrazine
phenylmethanethiol
2-(benzylthio)-6-chloropyrazine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; | 97% |
With potassium carbonate In N,N-dimethyl-formamide at 30℃; for 13h; | |
With sodium hydroxide In ethanol at 20℃; for 6h; |
Conditions | Yield |
---|---|
for 1h; Reflux; Inert atmosphere; | 97% |
Reflux; |
3-Hydroxyacetophenone
2,6-dichloropyrazine
2-chloro-6-(acetophenone-3-oxy)-pyrazine
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere; | 96% |
IUPAC name: 2,6-Dichloropyrazine
Molecular Structure of 2,6-Dichloropyrazine (CAS NO.4774-14-5):
Molecular formula: C4H2Cl2N2
Molecular Weight: 148.98 g/mol
EINECS: 225-316-8
Melting point: 55-58 °C(lit.)
Molar Refractivity: 32.22 cm3
Molar Volume: 99.7 cm3
Flash Point: 83.8 °C
Density: 1.493 g/cm3
Index of Refraction: 1.559
Surface Tension: 51.5 dyne/cm
Enthalpy of Vaporization: 40.63 kJ/mol
Boiling Point: 187.5 °C at 760 mmHg
Vapour Pressure: 0.867 mmHg at 25 °C
Appearance of 2,6-Dichloropyrazine (CAS NO.4774-14-5) White Powder
Canonical SMILES: C1=C(N=C(C=N1)Cl)Cl
InChI: InChI=1S/C4H2Cl2N2/c5-3-1-7-2-4(6)8-3/h1-2H
InChIKey: LSEAAPGIZCDEEH-UHFFFAOYSA-N
2,6-Dichloropyrazine (CAS NO.4774-14-5) is used for medicine, pesticide intermediates and mainly used as livestock's health medicine intermediate.
2,6-Dichloropyrazine (CAS NO.4774-14-5) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.
Hazard Symbols: Xn
Risk Codes: R20/21/22;R36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Description: S22;S26;S36/37/39
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
HazardClass: Irritant
2,6-Dichloropyrazine , its cas register number is 4774-14-5. It also can be called 2,6-Dichlor-pyrazin ; Pyrazine, 2,6-dichloro- ; and 2,6-Dichloropyrazine,99% .
2,6-Dichloropyrazine (CAS NO.4774-14-5) is stable under normal temperatures and pressures. And it should avoid the condition like incompatible materials, ignition sources. It is also incompatibilities with other materials strong oxidizing agents, strong reducing agents, strong acids, strong bases. while, its hazardous decomposition products are hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide. And its hazardous polymerization has not been reported.
2,6-Dichloropyrazine (CAS NO.4774-14-5) is harmful and irritant. It is irritating to eyes, respiratory system and skin and harmful by inhalation, in contact with skin and if swallowed. So you should in case of contact with eyes, rinse immediately with plenty of water and seek medical advice and wear suitable protective clothing, gloves and eye/face protection and do not empty into drains.
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