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| Name |
2-Amino-5-bromopyrazine |
EINECS | 626-202-4 |
| CAS No. | 59489-71-3 | Density | 1.844 g/cm3 |
| PSA | 51.80000 | LogP | 1.40250 |
| Solubility | N/A | Melting Point |
113-117 °C(lit.) |
| Formula | C4H4BrN3 | Boiling Point | 274.2 °C at 760 mmHg |
| Molecular Weight | 174 | Flash Point | 119.7 °C |
| Transport Information | N/A | Appearance | Brown Needles |
| Safety | 26-37/39-45-36/37/39-22 | Risk Codes | 22-36/38-43-44-36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
5-bromopyrazin-2-amine;5-bromo-pyrazin-2-ylamine;5-Bromo-2-aminopyrazine; |
2-Amino-5-bromopyrazine Synthetic route
- 24241-18-7
2-amino-3,5-dibromopyrazine
- 59489-71-3
5-amino-2-bromopyrazine
| Conditions | Yield |
|---|---|
| With trifuran-2-yl-phosphane; palladium diacetate; triethylamine Reagent/catalyst; Solvent; regioselective reaction; | 97% |
- 5049-61-6
2-Aminopyrazine
- 59489-71-3
5-amino-2-bromopyrazine
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In acetonitrile at 20℃; for 3h; Reagent/catalyst; Solvent; | 89% |
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; | 88% |
| With N-Bromosuccinimide In dichloromethane at 0℃; for 3.5h; | 81.5% |
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In acetonitrile at 100℃; for 0.0833333h; Solvent; Temperature; Microwave irradiation; | A 88% B 6% |
| With N-Bromosuccinimide In dichloromethane at 0 - 5℃; for 2h; | A 62% B 12% |
| With N-Bromosuccinimide In dichloromethane at 0℃; for 2h; | A 62% B 12% |
| With pyridine; bromine In chloroform for 3h; Ambient temperature; 1.2 equivalent of bromine and pyridine; | A 36% B 10% |
| Conditions | Yield |
|---|---|
| With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine In dimethyl sulfoxide regioselective reaction; | A 10% B 87% |
| Conditions | Yield |
|---|---|
| With bromodioxane In 1,4-dioxane at 100℃; for 0.5h; Reagent/catalyst; Solvent; | A 48% B 6% |
- 5049-61-6
2-Aminopyrazine
A
- 59489-71-3
5-amino-2-bromopyrazine
B
- 21943-12-4
3-bromo-pyrazine-2-amine
C
- 24241-18-7
2-amino-3,5-dibromopyrazine
| Conditions | Yield |
|---|---|
| With pyridine; bromine In chloroform for 3h; Ambient temperature; 1.1 equivalent bromine and pyridine; | A 35% B 0.5% C 7% |
- 486424-37-7
3-amino-6-bromo-pyrazine-2-carboxylic acid
- 59489-71-3
5-amino-2-bromopyrazine
| Conditions | Yield |
|---|---|
| With tetralin |
- 59489-71-3
5-amino-2-bromopyrazine
- 4637-24-5
N,N-dimethyl-formamide dimethyl acetal
- 1245215-89-7
(E)-N’-(5-bromopyrazin-2-yl)-N,N-dimethylformamidine
| Conditions | Yield |
|---|---|
| at 60℃; for 2h; | 100% |
| In isopropyl alcohol at 80℃; for 4h; | 57% |
- 59489-71-3
5-amino-2-bromopyrazine
| Conditions | Yield |
|---|---|
| Stage #1: 5-amino-2-bromopyrazine; 3-methoxycyclobutane-1-carboxylic acid With pyridine In acetonitrile at 20℃; for 0.0833333h; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; acetonitrile at 20℃; for 12h; | 100% |
- 59489-71-3
5-amino-2-bromopyrazine
- 5006-22-4
Cyclobutanecarbonyl chloride
| Conditions | Yield |
|---|---|
| With pyridine at 0℃; for 0.25h; | 100% |
2-Amino-5-bromopyrazine Chemical Properties
Molecular Structure of 2-Amino-5-bromopyrazine (CAS NO.59489-71-3):
.gif)
IUPAC Name: 5-bromopyrazin-2-amine
Empirical Formula: C4H4BrN3
Molecular Weight: 173.9987
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 29.02 Å2
Index of Refraction: 1.648
Molar Refractivity: 34.36 cm3
Molar Volume: 94.3 cm3
Surface Tension: 68.9 dyne/cm
Density: 1.844 g/cm3
Flash Point: 119.7 °C
Enthalpy of Vaporization: 51.26 kJ/mol
Boiling Point: 274.2 °C at 760 mmHg
Vapour Pressure: 0.00547 mmHg at 25°C
Melting point: 113-117 °C(lit.)
Product Categories: Amines and Anilines; Heterocycles; pharmacetical; Halides; Pyrazines, Pyrimidines & Pyridazines; Pyrazine; Nucleotides and Nucleosides; Pyrazines; Chloropyrazines, etc.; Bases & Related Reagents; Nucleotides; Pyrazines, Pyrimidines & Pyridazines; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; PyrazinesHeterocyclic Building Blocks
2-Amino-5-bromopyrazine Safety Profile
Hazard Codes: 
Xn,
Xi
Risk Statements: 22-36/38-43-44-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin.
R43:May cause sensitization by skin contact.
R44:Risk of explosion if heated under confinement.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-37/39-45-36/37/39-22
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S22:Do not breathe dust.
WGK Germany: 3
Hazard Note: Irritant
2-Amino-5-bromopyrazine Specification
2-Amino-5-bromopyrazine , with CAS number of 59489-71-3, can be called 5-Bromopyrazinamine ; 5-Bromopyrazin-2-amine ; 5-Bromo-pyrazin-2-ylamine ; 5-Bromo-2-pyrazinamine ; 5-Bromo-2-aminopyrazine ; 5-Bromo-2-pyrazinamine, 97% . It is a brown needle.
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