ChemicalBook > CAS DataBase List > 5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE

5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE

Product Name
5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE
CAS No.
455280-00-9
Chemical Name
5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE
Synonyms
5-broMo-1,2-benzoxazol-3-aMine;3-AMino-5-broMobenzo[d]isoxazole;5-Bromo-1,2-benzisoxazol-3-amine;1,2-Benzisoxazol-3-amine, 5-bromo-;5-BROMO-1,2-BENZISOXAZOL-3-YLAMINE
CBNumber
CB21092611
Molecular Formula
C7H5BrN2O
Formula Weight
213.03
MOL File
455280-00-9.mol
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5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE Property

storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
Appearance
Off-white to light brown Solid
InChI
InChI=1S/C7H5BrN2O/c8-4-1-2-6-5(3-4)7(9)10-11-6/h1-3H,(H2,9,10)
InChIKey
BGMYWBQEKIMHGU-UHFFFAOYSA-N
SMILES
O1C2=C(C=C(Br)C=C2)C(N)=N1
CAS DataBase Reference
455280-00-9
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Safety

HS Code 
2934999090
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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

H335May cause respiratory irritation

Precautionary statements

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

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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
B807878
Product name
5-Bromobenzo[d]isoxazol-3-ylamine
Packaging
100mg
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
072177
Product name
5-Bromobenzo[d]isoxazol-3-ylamine
Purity
95+%
Packaging
1g
Price
$63
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB139909
Product name
5-Bromobenzo[d]isoxazol-3-amine
Packaging
1g
Price
$139
Updated
2021/12/16
AK Scientific
Product number
W6370
Product name
5-Bromobenzo[d]isoxazol-3-ylamine
Packaging
5g
Price
$157
Updated
2021/12/16
Matrix Scientific
Product number
072177
Product name
5-Bromobenzo[d]isoxazol-3-ylamine
Purity
95+%
Packaging
5g
Price
$180
Updated
2021/12/16
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5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE Chemical Properties,Usage,Production

Synthesis

546-88-3

179897-89-3

455280-00-9

3-Amino-5-bromobenzo[d]isoxazoles were synthesized from acetohydroxamic acid and 2-fluoro-5-bromobenzonitrile according to a modified literature method (Palermo, M.G., Tetrahedron Lett, 37: 2885, 1996). The procedure was as follows: in a 50 mL single-neck flask equipped with a magnetic stirrer, N-hydroxyacetamide (2.63 g, 35.0 mmol) and N,N-dimethylformamide (DMF, 100 mL) were added. Subsequently, potassium tert-butoxide (KOtBu, 3.93 g, 35.0 mmol) was added all at once. The reaction system was heated to 300 °C and stirred for 1 h. 5-Bromo-2-fluorobenzonitrile (7 g, 35.0 mmol) was added. Stirring of the reaction mixture was continued overnight. Another portion of potassium tert-butoxide (1.96 g, 17.5 mmol) was added and the solution was stirred again overnight. After completion of the reaction, the mixture was poured into saturated saline and dichloromethane (CH2Cl2) to separate the organic and aqueous phases. The organic phase was dried with anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The residue was purified by fast column chromatography (BIOTAGE system with 0 to 40% ethyl acetate/hexane gradient elution) to afford the target product 3-amino-5-bromobenzo[d]isoxazole (4.59 g, 62% yield) as a colorless solid. The product was confirmed by 1H NMR (500 MHz, DMSO-d6) and LCMS characterization.1H NMR data: δ 8.09 (d, J = 1.8 Hz, 1H), 7.65 (dd, J = 2.1, 8.9 Hz, 1H), 7.45 (d, J = 8.9 Hz, 1H), 6.49 (s, 2H).The LCMS result was in agreement with the calculated value ( C7H5BrN2O) were consistent.

References

[1] Patent: WO2010/138488, 2010, A1. Location in patent: Page/Page column 57-58
[2] Patent: WO2010/51042, 2010, A1. Location in patent: Page/Page column 134
[3] Patent: WO2014/151147, 2014, A1. Location in patent: Paragraph 00502
[4] Patent: US2014/357651, 2014, A1. Location in patent: Paragraph 0485

5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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5-BROMOBENZO[D]ISOXAZOL-3-YLAMINE Suppliers

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455280-00-9, 5-BROMOBENZO[D]ISOXAZOL-3-YLAMINERelated Search:


  • 5-BROMO-1,2-BENZISOXAZOL-3-YLAMINE
  • 5-broMo-1,2-benzoxazol-3-aMine
  • 3-AMino-5-broMobenzo[d]isoxazole
  • 1,2-Benzisoxazol-3-amine, 5-bromo-
  • 5-Bromo-1,2-benzisoxazol-3-amine
  • 455280-00-9