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2-Chloro-6-aminopyrazine

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Name

2-Chloro-6-aminopyrazine

EINECS 206-027-6
CAS No. 33332-28-4 Density 1.437 g/cm3
PSA 51.80000 LogP 1.29340
Solubility N/A Melting Point 150-152 °C
Formula C4H4ClN3 Boiling Point 282.8 °C at 760 mmHg
Molecular Weight 129.549 Flash Point 124.8 °C
Transport Information N/A Appearance Colorless or off-white solid
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 33332-28-4 (2-Chloro-6-aminopyrazine) Hazard Symbols IrritantXi
Synonyms

2-Pyrazinamine,6-chloro-;Pyrazinamine,6-chloro- (9CI);Pyrazine, 2-amino-6-chloro- (7CI,8CI);2-Amino-6-chloropyrazine;6-Amino-2-chloropyrazine;6-Chloro-2-aminopyrazine;6-Chloro-2-pyrazinamine;6-Chloro-2-pyrazinylamine;

Article Data 17

2-Chloro-6-aminopyrazine Synthetic route

4774-14-5

2,6-dichloropyrazine

33332-28-4

2-amino-6-chloropyrazine

Conditions
ConditionsYield
With ammonia at 100℃; for 5h; Temperature;95%
With ammonia In water at 100℃; Inert atmosphere; sealed tube;91%
With ammonia In water at 100℃; for 18h; Sealed tube;91%
355836-31-6

6-chloro-N-(4-methoxybenzyl)pyrazin-2-amine

33332-28-4

2-amino-6-chloropyrazine

Conditions
ConditionsYield
In trifluoroacetic acid77%
6863-77-0

3-aminopyrazine 1-oxide

A

6863-73-6

3-chloropyrazin-2-amine

B

33332-29-5

2-amino-5-chloropyrazine

C

33332-28-4

2-amino-6-chloropyrazine

Conditions
ConditionsYield
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With trichlorophosphate for 2h; Product distribution; Mechanism; Heating; other substituted pyrazine-1-oxides and products, deoxygenation/chlorination competition; other time;
33332-28-4

2-amino-6-chloropyrazine

98-80-6

phenylboronic acid

41270-69-3

2-amino-6-phenylpyrazine

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In ethanol; toluene at 100℃; Inert atmosphere;100%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water at 20 - 90℃; for 16.1667h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;83%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;83%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;83%
With potassium phosphate; 1,1'-bis(di-tertbutylphosphino)ferrocene; palladium diacetate In 1,4-dioxane at 100℃; for 5h; Suzuki coupling; Inert atmosphere; Sealed tube;55%
1765-93-1

4-fluoroboronic acid

33332-28-4

2-amino-6-chloropyrazine

1159815-52-7

6-(4-fluoro-phenyl)-pyrazin-2ylamine

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 20℃; for 20h; Reflux;100%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;68%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;68%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 95℃; for 12h; Inert atmosphere;
3143-02-0

3-hydroxymethyl-3-methyloxethane

33332-28-4

2-amino-6-chloropyrazine

1431654-81-7

6-((3-methyloxetan-3-yl)methoxy)pyrazin-2-amine

Conditions
ConditionsYield
Stage #1: 3-hydroxymethyl-3-methyloxethane With sodium hydride In 1,4-dioxane; mineral oil at 20℃; for 2h;
Stage #2: 2-amino-6-chloropyrazine for 16h; Reflux;
100%
Stage #1: 3-hydroxymethyl-3-methyloxethane With sodium hydride In 1,4-dioxane; mineral oil at 20℃; for 2h;
Stage #2: 2-amino-6-chloropyrazine In 1,4-dioxane; mineral oil for 16h; Reflux;
100%
24424-99-5

di-tert-butyl dicarbonate

33332-28-4

2-amino-6-chloropyrazine

815610-07-2

N-(tert-butoxycarbonyl)-N-(6-chloropyrazin-2-yl) tert-butylcarbamate

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 20℃; for 2h;98%
With dmap In dichloromethane at 20℃; for 3h;98%
With dmap In tetrahydrofuran at 20℃; for 8h;88.4%
33332-28-4

2-amino-6-chloropyrazine

960510-36-5

2-amino-5-bromo-3,6-dichloropyrazine

Conditions
ConditionsYield
Stage #1: 2-amino-6-chloropyrazine With N-Bromosuccinimide In methanol at 50℃; for 19h;
Stage #2: With N-chloro-succinimide In methanol at 38 - 50℃; for 16h;
97%
Stage #1: 2-amino-6-chloropyrazine With N-Bromosuccinimide In methanol at 50℃; for 19h;
Stage #2: With N-chloro-succinimide In methanol at 38 - 50℃; for 16h;
97%
Stage #1: 2-amino-6-chloropyrazine With N-Bromosuccinimide In methanol at 50℃; for 19h;
Stage #2: With N-chloro-succinimide In methanol at 38 - 50℃; for 16h;
97%
Stage #1: 2-amino-6-chloropyrazine With N-Bromosuccinimide In methanol at 50℃; for 19h;
Stage #2: With N-chloro-succinimide at 50℃; for 16h;
97%
Stage #1: 2-amino-6-chloropyrazine With N-Bromosuccinimide In methanol for 17h;
Stage #2: With N-chloro-succinimide; N-Bromosuccinimide In methanol at 38 - 50℃; for 18h;
97%
33332-28-4

2-amino-6-chloropyrazine

1711-06-4

3-Methylbenzoyl chloride

1194688-06-6

N-(6-chloropyrazin-2-yl)-3-methylbenzamide

Conditions
ConditionsYield
With pyridine at 100℃; for 16h;97%
33332-28-4

2-amino-6-chloropyrazine

925678-00-8

6-chloro-5-iodo-pyrazin-2-ylamine

Conditions
ConditionsYield
With N-iodo-succinimide In dimethyl sulfoxide at 25℃;88%
With N-iodo-succinimide In dimethyl sulfoxide at 20℃; for 72h;80%
With N-iodo-succinimide In dimethyl sulfoxide at 20℃; for 72h;80%

2-Chloro-6-aminopyrazine Chemical Properties

Molecular Structure of 4-Bromo-1,2-pyrazolidinedicarboxaldehyde (CAS NO.162887-23-2):

IUPAC Name: 6-chloropyrazin-2-amine
Empirical Formula: C4H4ClN3
Molecular Weight: 129.5477
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 29.02 Å2
Molar Refractivity: 31.56 cm3
Molar Volume: 90.1 cm3
Surface Tension: 66.4 dyne/cm
Index of Refraction: 1.617
Surface Tension: 66.4 dyne/cm
Melting Point:150-152 °C
Density: 1.437 g/cm3
Flash Point: 124.8 °C
Enthalpy of Vaporization: 52.16 kJ/mol
Boiling Point: 282.8 °C at 760 mmHg
Vapour Pressure: 0.00329 mmHg at 25°C
Melting point: 150-152°C
Product Categories: Nitrogen cyclic compounds; Amines; blocks; Pyrazines, Pyrimidines & Pyridazines; Pyrazine; Pyrazines; Pyrazines, Pyrimidines & Pyridazines

2-Chloro-6-aminopyrazine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
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.
HazardClass: irritant

2-Chloro-6-aminopyrazine Specification

 2-Chloro-6-aminopyrazine , its cas register number is 33332-28-4. It also can be called 2-pyrazinamine, 6-chloro- ; 6-Chloro-2-pyrazinamine ; 2-Amino-6-Chloro Pyrazine ; Pyrazinamine,6-chloro- (9CI) ; Pyrazine, 2-amino-6-chloro- (7CI,8CI) ; 6-Chloro-2-pyrazinylamine ; 6-Chloro-2-aminopyrazine .  2-Amino-6-chloropyrazine (CAS NO.33332-28-4) can be used as pharmaceutical intermediates.

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