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
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
Safety
- HS Code
- 2934999090
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.
N-Bromosuccinimide Price
- Product number
- B807878
- Product name
- 5-Bromobenzo[d]isoxazol-3-ylamine
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 072177
- Product name
- 5-Bromobenzo[d]isoxazol-3-ylamine
- Purity
- 95+%
- Packaging
- 1g
- Price
- $63
- Updated
- 2021/12/16
- Product number
- FB139909
- Product name
- 5-Bromobenzo[d]isoxazol-3-amine
- Packaging
- 500mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- FB139909
- Product name
- 5-Bromobenzo[d]isoxazol-3-amine
- Packaging
- 1g
- Price
- $139
- Updated
- 2021/12/16
- Product number
- W6370
- Product name
- 5-Bromobenzo[d]isoxazol-3-ylamine
- Packaging
- 5g
- Price
- $157
- Updated
- 2021/12/16
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
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