2-Amino-3,5-dibromopyrazine

Product Name: 2-Amino-3,5-dibromopyrazine
CAS No.: 24241-18-7
Chemical Name: 2-Amino-3,5-dibromopyrazine
Synonyms: 3,5-DIBROMOPYRAZIN-2-AMINE;Amino-3,5-dibromopyrazine;3,5-DIBROMOPYRAZIN-2-YLAMINE;2-Amino-3,5-dibromop;Alprostadil Impurity 16;5-dibromo-2-aminopyrazine;3,5-dibromo-2-Pyrazinamine;2-AMINO-3,5-DIBROMOPYRAZIN;2-AMINO-3,5-DIBROMOPYRAZINE;3,5-dibromo-2-aminopyrazine
CBNumber: CB5245202
Molecular Formula: C4H3Br2N3
Formula Weight: 252.89
MOL File: 24241-18-7.mol

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2-Amino-3,5-dibromopyrazine Property

Melting point:: 114-117 °C (lit.)
Boiling point:: 294.6±35.0 °C(Predicted)
Density: 2.287±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: soluble in Methanol
pka: 0.81±0.10(Predicted)
form: Powder
color: Yellow to brown
InChI: InChI=1S/C4H3Br2N3/c5-2-1-8-4(7)3(6)9-2/h1H,(H2,7,8)
InChIKey: DTLBKXRFWUERQN-UHFFFAOYSA-N
SMILES: C1(N)=NC=C(Br)N=C1Br
CAS DataBase Reference: 24241-18-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-37/38-41
Safety Statements: 26-36/39
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
HazardClass: 6.1
PackingGroup: III
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H318Causes serious eye damage

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.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 494364
Product name: 2-Amino-3,5-dibromopyrazine
Purity: 97%
Packaging: 1g
Price: $33.9
Updated: 2023/06/20

TCI Chemical

Product number: A1806
Product name: 2-Amino-3,5-dibromopyrazine
Purity: >98.0%(GC)
Packaging: 1g
Price: $27
Updated: 2025/07/31

TCI Chemical

Product number: A1806
Product name: 2-Amino-3,5-dibromopyrazine
Purity: >98.0%(GC)
Packaging: 5g
Price: $82
Updated: 2025/07/31

TRC

Product number: A604635
Product name: 2-Amino-3,5-dibromopyrazine
Packaging: 25g
Price: $1100
Updated: 2021/12/16

Apolloscientific

Product number: OR01487
Product name: 2-Amino-3,5-dibromopyrazine
Purity: 99%
Packaging: 100g
Price: $66
Updated: 2021/12/16

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2-Amino-3,5-dibromopyrazine Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

2-Amino-3,5-dibromopyrazine is used in the preparation of conjugated polymers for neurotoxin detection. 2-Amino-3,5-dibromopyrazine is an intermediate in the preparation of rho kinase (ROCK) inhibitor s.

Uses

2-Amino-3,5-dibromopyrazine may be used in the synthesis of:

2-amino-5-bromopyrazin-3-thiol
2-amino-3,5-bis(p-methoxyphenyl)-1,4-pyrazine
3,7-dihydroimidazo[1,2a]pyrazine-3-ones

General Description

2-Amino-3,5-dibromopyrazine can be synthesized from 2-aminopyrazine via bromination using N-bromosuccinimide (NBS). It reacts with sodium dicyanocuprate to form a mixture of mono and dicyanation products. The formation of 2-aminothiazolopyrazines by reacting 2-amino-3,5-dibromopyrazine with isothiocyanates has been reported.

Synthesis

5049-61-6

24241-18-7

The general procedure for the synthesis of 2-amino-3,5-dibromopyrazine from 2-aminopyrazine was as follows: 2-aminopyrazine (9.5 g, 100 mmol) was added to a reaction flask containing glacial acetic acid (70 mL) and heated on a steam bath until completely dissolved. Subsequently, sodium acetate trihydrate (33 g, 243 mmol) was added and constant stirring was maintained. The reaction mixture was cooled in an ice-salt bath at -5°C and bromine (16 mL) was added slowly and dropwise over a period of 4 hours (note: rapid addition of bromine may result in uncontrolled reaction and pose a safety hazard). After the dropwise addition was completed, stirring was continued in the ice bath for 2 hours, then moved to room temperature and stirred for 24 hours. Upon completion of the reaction, the mixture was poured into ice (50 g) and neutralized by adjusting to pH 8 with concentrated ammonia. The crude product was collected by filtration and recrystallized from methanol (with the addition of Norit activated charcoal) to give the final 2-amino-3,5-dibromopyrazine in colorless needles (16.8 g, 66% yield) with a melting point of 113-114 °C (literature value: 114-115 °C).

References

[1] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 9, p. 981 - 986
[2] Journal of Organic Chemistry, 1983, vol. 48, # 7, p. 1064 - 1069
[3] RSC Advances, 2015, vol. 5, # 47, p. 37887 - 37895
[4] RSC Advances, 2018, vol. 8, # 18, p. 9707 - 9717
[5] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1149 - 1154

2-Amino-3,5-dibromopyrazine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Amino-3,5-dibromopyrazine Suppliers

Americas 1 Canada 2 China 434 Czech Republic 1 Europe 1 Germany 2 Hungary 1 India 27 Japan 4 Poland 2 Russia 1 Slovakia 1 Sweden 2 Switzerland 2 United Kingdom 14 United States 41 Global 536

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View Lastest Price from 2-Amino-3,5-dibromopyrazine manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 2-Amino-3,5-dibromopyrazine 24241-18-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-08

S&Y Biochem Co.,Ltd

Product: 2-Amino-3,5-dibromopyrazine 24241-18-7
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99
Supply Ability: 1000
Release date: 2024-08-01

Henan Fengda Chemical Co., Ltd

Product: 2-Amino-3,5-dibromopyrazine 24241-18-7
Price: US $5.00-0.10/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-10

24241-18-7, 2-Amino-3,5-dibromopyrazineRelated Search:

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