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2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE

Product Name
2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE
CAS No.
112342-72-0
Chemical Name
2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE
Synonyms
2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE;Thiazolo[4,5-b]pyrazin-2-amine, 6-bromo-
CBNumber
CB72452796
Molecular Formula
C5H3BrN4S
Formula Weight
231.07
MOL File
112342-72-0.mol
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2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE Property

Boiling point:
366℃
Density 
2.078
Flash point:
175℃
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
-3.63±0.50(Predicted)
Appearance
Off-white to yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

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

TRC
Product number
A595130
Product name
2-Amino-6-bromothiazolo[4,5-b]pyrazine
Packaging
10g
Price
$1865
Updated
2021/12/16
AK Scientific
Product number
X9005
Product name
2-Amino-6-bromothiazolo[4,5-b]pyrazine
Packaging
250mg
Price
$174
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA153730
Product name
2-Amino-6-bromothiazolo[4,5-b]pyrazine
Packaging
25mg
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA153730
Product name
2-Amino-6-bromothiazolo[4,5-b]pyrazine
Packaging
50mg
Price
$300
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA153730
Product name
2-Amino-6-bromothiazolo[4,5-b]pyrazine
Packaging
100mg
Price
$400
Updated
2021/12/16
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2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE Chemical Properties,Usage,Production

Uses

2-Amino-6-bromothiazolo[4,5-b]pyrazine is derived from 2-Amino-3,5-dibromopyrazine (A604635), which is used in the preparation of conjugated polymers for neurotoxin detection and is an intermediate in the preparation of rho kinase (ROCK) inhibitors.

Synthesis

112342-70-8

112342-72-0

General procedure for the synthesis of 6-bromothiazolo[4,5-b]pyrazin-2-amine from ethyl (6-bromothiazolo[4,5-b]pyrazin-2-yl)carbamate: 2 N aqueous sodium hydroxide (7.91) was added to a methanolic (8 mL) suspension of ethyl (6-bromothiazolo[4,5-b]pyrazin-2-yl)carbamate (480 mg, 1.58 mmol). mL, 15.83 mmol). The mixture was heated under reflux conditions for 5 hours. Upon completion of the reaction, the mixture was acidified with 2 N HCl to pH < 7. Subsequently, the reaction mixture was neutralized with saturated sodium bicarbonate solution and extracted with ethyl acetate (3 × 10 mL). The organic layers were combined, washed sequentially with saturated sodium bicarbonate solution and saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give the crude product. The precipitate was collected by filtration to afford 6-bromothiazolo[4,5-b]pyrazin-2-amine (334 mg, 91.0% yield) as a pale yellow solid.1H-NMR (DMSO-d6) δ: 8.37 (s, 1H), 8.59 (brs, 2H).

References

[1] Patent: EP2351744, 2011, A1. Location in patent: Page/Page column 74
[2] Heterocycles, 1987, vol. 26, # 3, p. 689 - 697

2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE Suppliers

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