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33332-29-5

Basic Information
CAS No.: 33332-29-5
Name: 2-Amino-5-chloropyrazine
Article Data: 27
Molecular Structure:
Molecular Structure of 33332-29-5 (2-Amino-5-chloropyrazine)
Formula: C4H4ClN3
Molecular Weight: 129.549
Synonyms: Pyrazinamine,5-chloro- (9CI);Pyrazine, 2-amino-5-chloro- (7CI,8CI);(5-Chloropyrazin-2-yl)amine;5-chloropyrazin-2-amine;
EINECS: 689-326-8
Density: 1.438 g/cm3
Melting Point: 122-128℃
Boiling Point: 278.45 °C at 760 mmHg
Flash Point: 122.203 °C
Hazard Symbols: Xn
Risk Codes: 22-36
Safety: 26
PSA: 51.80000
LogP: 1.29340
Synthetic route
5049-61-6

2-Aminopyrazine

33332-29-5

2-amino-5-chloropyrazine

Conditions
ConditionsYield
With N-chloro-N-methoxybenzenesulfonamide In acetonitrile at 50℃; for 5h;80%
With N-chloro-N-methoxy-4-methylbenzenesulfonamide In acetonitrile at 40℃; for 4h; Reagent/catalyst; Temperature;80%
With Selectfluor; lithium chloride In N,N-dimethyl-formamide at 15℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube; regioselective reaction;60%
5049-61-6

2-Aminopyrazine

A

6863-73-6

3-chloropyrazin-2-amine

B

33332-29-5

2-amino-5-chloropyrazine

C

873-42-7

3,5-dichloro-pyrazin-2-ylamine

Conditions
ConditionsYield
With N-chloro-succinimide In acetonitrile at 20℃; for 72h;A n/a
B 57%
C 13%
475641-50-0

pyridinium N-(3'-bromo-5'-chloropyrazin-2'-yl)aminide

A

33332-29-5

2-amino-5-chloropyrazine

B

3-chloro-pyrido[1',2':2,3]pyrazolo[5,4-b]pyrazine

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; potassium carbonate In acetonitrile; benzene at 80℃; for 24h;A 10%
B 52%
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; potassium carbonate In acetonitrile; benzene at 80℃; for 24h;A 10%
B 52%
5049-61-6

2-Aminopyrazine

A

33332-29-5

2-amino-5-chloropyrazine

B

873-42-7

3,5-dichloro-pyrazin-2-ylamine

Conditions
ConditionsYield
With N-chloro-succinimide In chloroform for 2h; Product distribution / selectivity; Heating / reflux;A 4%
B 14%
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;
1458-03-3

3-amino-6-chloropyrazine-2-carboxylic acid methyl ester

33332-29-5

2-amino-5-chloropyrazine

Conditions
ConditionsYield
With sodium hydroxide In diphenylether; water
5424-01-1

3-aminopyrazinoic acid

16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

20667-76-9, 20667-77-0, 21124-13-0

1-methyl-3-(4-methylphenyl)-triazene

33332-29-5

2-amino-5-chloropyrazine

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; water; acetic acid
33332-29-5

2-amino-5-chloropyrazine

2-chloro-5-fluoropyrazine

Conditions
ConditionsYield
With tetrafluoroboric acid; sodium nitrite In water at 0 - 20℃; for 4h; Inert atmosphere;93%
541-41-3

chloroformic acid ethyl ester

33332-29-5

2-amino-5-chloropyrazine

1419610-84-6

ethyl (5-chloropyrazin-2-yl)carbamate

Conditions
ConditionsYield
With pyridine at 20℃; for 0.5h;91%
33332-29-5

2-amino-5-chloropyrazine

98-80-6

phenylboronic acid

13535-13-2

2-amino-5-phenylpyrazine

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 80℃; for 8h; Suzuki-Miyaura coupling reaction; Inert atmosphere;90%
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Chemistry

Molecular Structure of 2-Amino-5-chloropyrazine (CAS NO.33332-29-5):

IUPAC Name: 5-chloropyrazin-2-amine
Empirical Formula: C4H4ClN3
Molecular Weight: 129.5477
CAS Registry Number: 33332-29-5
ACD/LogP: 0.79
of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 1
ACD/LogD (pH 7.4): 1
ACD/BCF (pH 5.5): 6
ACD/BCF (pH 7.4): 6
ACD/KOC (pH 5.5): 120
ACD/KOC (pH 7.4): 120
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 51.8 ?2
Index of Refraction: 1.618
Surface Tension: 66.442 dyne/cm
Density: 1.438 g/cm3
Flash Point: 122.203 °C
Enthalpy of Vaporization: 51.707 kJ/mol
Boiling Point: 278.45 °C at 760 mmHg
Vapour Pressure: 0.004 mmHg at 25°C
Product Categories: Amines and Anilines; Heterocycles; Piperazine series; API intermediates; Pyrazine

Specification

 2-Amino-5-chloropyrazine , its cas register number is 33332-29-5. It also can be called 2-amino-5-chloropyrazine 98% ; 2-amino-5-chloropyrazine 98+% ; 5-chloropyrazin-2-amine ; Pyrazinamine,5-chloro- (9CI) ; Pyrazine, 2-amino-5-chloro- (7CI,8CI) ; (5-Chloropyrazin-2-yl)amine .