ChemicalBook > CAS DataBase List > 2-amino-6-bromo-5-methylpyrazine

2-amino-6-bromo-5-methylpyrazine

Product Name
2-amino-6-bromo-5-methylpyrazine
CAS No.
74290-68-9
Chemical Name
2-amino-6-bromo-5-methylpyrazine
Synonyms
106812;6-broMo-5-Methylpyrazin-2-aMine;2-amino-6-bromo-5-methylpyrazine;2-Pyrazinamine, 6-bromo-5-methyl-
CBNumber
CB62490272
Molecular Formula
C5H6BrN3
Formula Weight
188.03
MOL File
74290-68-9.mol
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2-amino-6-bromo-5-methylpyrazine Property

Melting point:
154-157 °C
Boiling point:
290.8±35.0 °C(Predicted)
Density 
1.699±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
1.17±0.10(Predicted)
Appearance
Light yellow to yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B814265
Product name
6-bromo-5-methylpyrazin-2-amine
Packaging
50mg
Price
$110
Updated
2021/12/16
AK Scientific
Product number
1542AC
Product name
6-Bromo-5-methylpyrazin-2-amine
Packaging
250mg
Price
$188
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0098864
Product name
2-AMINO-6-BROMO-5-METHYLPYRAZINE
Purity
95.00%
Packaging
0.5G
Price
$726
Updated
2021/12/16
AK Scientific
Product number
1542AC
Product name
6-Bromo-5-methylpyrazin-2-amine
Packaging
5g
Price
$1427
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0098864
Product name
2-AMINO-6-BROMO-5-METHYLPYRAZINE
Purity
95.00%
Packaging
5G
Price
$1443.75
Updated
2021/12/16
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2-amino-6-bromo-5-methylpyrazine Chemical Properties,Usage,Production

Synthesis

5521-58-4

74290-65-6

74290-68-9

General procedure for the synthesis of 2-amino-3-bromo-5-methylpyrazine and 2-amino-6-bromo-5-methylpyrazine from 2-amino-5-methylpyrazine: over 15 min, HBr/CH3CO2H solution (360 g (260 mL), 1.50 mol, 33% HBr in CH3CO2H solution) in anhydrous CHCl3 (300 mL) was was slowly added to a solution of CHCl3 (1 L) containing 5-methylpyrazin-2-amine (42 g, 0.38 mmol). The reaction flask was wrapped in aluminum foil to protect it from light and heated at 50 °C for 30 min. Subsequently, a CHCl3 (500 mL) solution of Br2 (68 g, 0.42 mmol) was added dropwise over a period of 3 h, during which time the internal temperature of the reaction was ensured not to exceed 55 °C. The reaction was continued stirring at 55 °C for 18 h before evaporating the solvent under reduced pressure. The crude product was diluted with water (200 mL) and the pH was adjusted to 9 by the addition of solid Na2CO3. The suspension was vacuum filtered and the filtrate was extracted with EtOAc (1L x 5). The organic phases were combined, concentrated under reduced pressure and purified by fast silica gel chromatography with the eluent petroleum ether/EtOAc (5:1→1:1) to afford 6-bromo-5-methylpyrazin-2-amine (36 g, 50%) as a light orange solid with melting point of 154-157 °C. IR (KBr): 3315, 3188, 1744, 1638, 1575, 1482, 1375, 1308, 1051 cm-1; 1H NMR (400MHz, CDCl3): δ=7.84 (s, 1H), 4.55 (br s, 2H), 2.52 (s, 3H); 13C NMR (100MHz, CDCl3): δ=152.2, 141.8, 138.4, 129.2, 22.2; HRMS-ESI: C5H7BrN3 (M+H)+ Calculated values: 187.9823 and 189.9803; Measured values: 187.9816 and 189.9796. 3-bromo-5-methylpyrazin-2-amine analytical samples were also isolated for spectroscopic analysis, melting point 56-57°C. 1H NMR (400MHz, CDCl3): δ=7.80 (s, 1C). 7.80 (s, 1H), 4.95 (br s, 2H), 2.38 (s, 3H); 13C NMR (100MHz, CDCl3): δ=150.6, 142.8, 139.9, 125.2, 19.7; HRMS-ESI: C5H7BrN3 (M+H)+ Calculated values: 187.9823 and 189.9803; measured values: 187.9817 and 189.9796.

References

[1] Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 143 - 147
[2] Tetrahedron, 2011, vol. 67, # 47, p. 9063 - 9066

2-amino-6-bromo-5-methylpyrazine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-amino-6-bromo-5-methylpyrazine Suppliers

J & K SCIENTIFIC LTD.
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74290-68-9, 2-amino-6-bromo-5-methylpyrazineRelated Search:


  • 2-amino-6-bromo-5-methylpyrazine
  • 6-broMo-5-Methylpyrazin-2-aMine
  • 106812
  • 2-Pyrazinamine, 6-bromo-5-methyl-
  • 74290-68-9