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[ CAS No. 871353-25-2 ] {[proInfo.proName]}

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Chemical Structure| 871353-25-2
Chemical Structure| 871353-25-2
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Product Details of [ 871353-25-2 ]

CAS No. :871353-25-2 MDL No. :MFCD12913463
Formula : C7H5BrFNO Boiling Point : No data available
Linear Structure Formula :- InChI Key :UWTBFBQQCCZYBF-UHFFFAOYSA-N
M.W : 218.02 Pubchem ID :44203102
Synonyms :

Safety of [ 871353-25-2 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501 UN#:2811
Hazard Statements:H301-H311-H331 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 871353-25-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 871353-25-2 ]

[ 871353-25-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 161957-56-8 ]
  • [ 871353-25-2 ]
YieldReaction ConditionsOperation in experiment
98% Example 17 3-Bromo-2-fluorobenzamide To a stirred solution of <strong>[161957-56-8]3-bromo-2-fluorobenzoic acid</strong> (24.3 g, 111 mmol) in CH2Cl2 (100 mL) was added SOCl2 (12.2 mL, 166 mmol). The mixture was stirred under reflux for 6 h until the solution is colorless. CH2Cl2 was removed under vacuum. Then the residue was dissolved in ethyl acetate (200 mL) and then added dropwise to NH3H2O (80 mL). The organic layer was washed with H2O (50 mL*2), brine and dried over Na2SO4, filtered and concentrated to give 23.8 g of the title compound as a white solid (98% yield).
85.38% To a solution of compound 36.1 (1.0g, 4.56mmol, 1.0eq) in dichloromethane (15mL) was added thionyl chloride (3.28mL, 45.6mmol, 10.0eq) at 0C with catalytic dimethylformamide (0.5mL). Reaction mixture was stirred at 70C for 2h. After completion of reaction, reaction mixture was concentrated under reduced pressure to obtain crude material. To this crude material was added 20ml ethyl acetate followed by 20mL aqeous ammonia solution and stirred at room temperature for 1h. The organic layer was separated, washed with brine solution, dried over sodium sulfate and concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography using 30% ethyl acetate in hexane to obtain 36.2. (0.850g, Yield: 85.38%), MS (ES): m/z 218.95 [M+H]+.
75% A mixture of <strong>[161957-56-8]3-bromo-2-fluorobenzoic acid</strong> (2-79, 400 mg, 1.83 mmol) and SOd2 (4.39 mg, 3.66 mmol) in DCM (5 mL) was stirred at r.t for 1 h, and then NH3H20 (1 mL) was added. The resulting mixture was then stirred at r.t for 2 h. Upon reaction completion, the resulting mixture was washed with water and extracted with ethyl acetate (150 ml. x 3). The combined organic phases were concentrated under reduced pressure and the resulting residue was purified via silica gel chromatography (Pet Ether/ethyl acetate =1/1) to obtain intermediate-2-80 (white solid, 300 mg, 75% yield). LCMS (m/z): 218 [M + Hj.
64% To a solution of 2-fluoro-3-bromobenzoic acid (1.36 g) in N, N-dimethylformamide (5 inL) were added l-ethyl-3- (3- dimethylaminopropyl) carbodiimide hydrochloride (1.80 g) and ammonium 1-hydroxybenzotriazole (1.43 g) , and the mixture was stirred overnight at room temperature. The mixture was diluted with ethyl acetate, saturated aqueous sodium hydrogen carbonate, washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (867 mg, yield 64%) as colorless oil.1H NMR (300 MHz, CDCl3) δ ppm 5.85 (1 H, br. s.) 6.61 (1 H, br. s.) 7.10 - 7.23 (1 H, m) 7.64 - 7.81 (1 H, m) 7.99 - 8.17 (1 H, m)

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