2-Bromo-5-fluoroaniline
2-Bromo-5-fluoroaniline Basic information
- Product Name:
- 2-Bromo-5-fluoroaniline
- Synonyms:
-
- 2-BROMO-5-FLUOROBENZENAMINE
- 2-BROMO-5-FLUOROANILINE
- 2-Bromo-5-fluoro-phenylamine
- 2-Bromo-5-fluoroaniline 98%
- 2-Bromo-5-fluoroaniline98%
- 2-Bromo-5-fluoroaniline,99%
- 2-Bromo-5-fluoroanil
- BenzenaMine, 2-broMo-5-fluoro-
- CAS:
- 1003-99-2
- MF:
- C6H5BrFN
- MW:
- 190.01
- Product Categories:
-
- amine| alkyl bromide| alkyl Fluorine
- Aryl Fluorinated Building Blocks
- Building Blocks
- C6
- Chemical Synthesis
- Fluorinated Building Blocks
- Aniline
- Amines
- C2 to C6
- Nitrogen Compounds
- Nitrogen Compounds
- Organic Building Blocks
- Organic Fluorinated Building Blocks
- Other Fluorinated Organic Building Blocks
- Anilines, Amides & Amines
- Bromine Compounds
- Fluorine Compounds
- Pharmaceutical intermediate
- bc0001
- Mol File:
- 1003-99-2.mol
2-Bromo-5-fluoroaniline Chemical Properties
- Melting point:
- 43-47 °C (lit.)
- Boiling point:
- 154 °C / 23mmHg
- Density
- 1.694±0.06 g/cm3(Predicted)
- Flash point:
- >230 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 1.52±0.10(Predicted)
- color
- White to Light yellow to Dark green
- InChI
- InChI=1S/C6H5BrFN/c7-5-2-1-4(8)3-6(5)9/h1-3H,9H2
- InChIKey
- FWTXFEKVHSFTDQ-UHFFFAOYSA-N
- SMILES
- C1(N)=CC(F)=CC=C1Br
- CAS DataBase Reference
- 1003-99-2(CAS DataBase Reference)
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
2-Bromo-5-fluoroaniline Usage And Synthesis
Description
2-bromo-5-fluoroaniline: a intermediate of antitumor drug.
2-bromo-5-fluoroaniline is the intermediate of antitumor drug Phortress, phortress is the benzothiazoles CYP1A1 antitumor drugs targeting by Univ Nottingham UK invention, solution becomes lipophilic compound 5F2O3(10 in the sensitive cells but Phortress enters), the latter is as potential aromatic hydrocarbon receptor (AhR) agonist, induce CYP1A1 to express, CYP1A1 metabolism through expressing produces and has high electrophilic active substance again, finally causes DNA damage and apoptosis. The method that, at present, synthetic 2-bromo-5-fluoronitrobenzene prepares 2-bromo-5-fluoroaniline is divided into two large classes:
The one: adopt a chemical reduction method, utilizing the chemical reducing agent reductase 2-bromo-5-fluoronitrobenzenes such as protochloride glass putty, iron powder, vat powder, hydrazine, and sodium borohydride (potassium), which is 2-bromo-5-fluoroaniline.
The 2nd: adopt hydro-reduction. What we do more often both at home and abroad at present is chloride or the catalytic hydrogenation of fluorine-containing arylamine, and the brominated less report of arylamine hydrogenation mainly is easily by hydrogenolysis because of bromine.
Chemical Properties
Yellow to brown crystalline powder
Uses
2-Bromo-5-fluoroaniline may be used to synthesize:
- orthobromothiobenzanilide of 5-fluoronitrobenzothiazole
- 2-bromo-5-fluorobenzo[14C]nitrile
- [3-14C]-5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
- 2-bromo-5-fluoro-phenyl)-(2-methoxy-6-pentadecyl-benzyl)amine
Synthesis
A preparation method of 2-Bromo-5-fluoroaniline is as follows: methanol, 2-bromo-5-fluoronitrobenzene, W-4 type Raney nickel and bromine inhibitor are put into a hydrogenation kettle to carry out hydrogenation reaction. After the reaction is completed, the reaction solution is filtered under nitrogen protection. The filtered filtrate is then distilled under reduced pressure to remove methanol, and n-hexane is added. Then, the product is washed with process water, and after washing, the product is allowed to stand and separate. Then, the organic phase is cooled and crystallized, an off-white to brownish-yellow solid is precipitated, and a wet product is obtained by suction filtration. The wet product is dried to obtain the finished product 2-Bromo-5-fluoroaniline.
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2-Bromo-5-fluoroaniline(1003-99-2)Related Product Information
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