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Chemical Structure| 52833-63-3 Chemical Structure| 52833-63-3

Structure of 52833-63-3

Chemical Structure| 52833-63-3

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Product Details of [ 52833-63-3 ]

CAS No. :52833-63-3
Formula : C8H8FNO
M.W : 153.15
SMILES Code : O=C(NC)C1=CC=CC=C1F
MDL No. :MFCD01214098
InChI Key :NAGFMACWWJYORB-UHFFFAOYSA-N
Pubchem ID :2425972

Safety of [ 52833-63-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338-P304+P340-P405-P501

Application In Synthesis of [ 52833-63-3 ]

* 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 [ 52833-63-3 ]

[ 52833-63-3 ] Synthesis Path-Downstream   1~42

  • 1
  • [ 393-52-2 ]
  • [ 74-89-5 ]
  • [ 52833-63-3 ]
YieldReaction ConditionsOperation in experiment
91% General procedure: A mixture of propylamine (0.885 g, 15.0 mmol), K2CO3 (2.070 g, 15.0 mmol) andCH3CN (25 mL) in a 100-mL round-bottomed flask was stirred at 70 C for a few minutes,and then 2-fluorobenzoyl chloride (1.585 g, 10.0 mmol) was added dropwise to the mixture(ca. 0.5 h). The obtained reaction mixture was heated for additional 4 h and then cooled toroom temperature, water (50 mL) was added and the mixture was extracted with ethyl acetate(3 × 50 mL). The combined organic phases were dried over MgSO4.The filtered solution wasconcentrated under reduced pressure, and the crude residue was purified by columnchromatography on silica gel with the use of petroleum ether/ethyl acetate (gradient mixtureratio from 20:1 to 4:1 in volume) to afford 1a as a pale yellow oil in 90% yield (1.635 g).1b ~ 1m were prepared in 2.0 mmol-scale of benzoyl chlorides.
With triethylamine; In dichloromethane; water; at 0 - 20℃; for 1h; General procedure: Triethylamine (15 mmol), 33.3% methylamine in water (20 mmol) were added tothe solution of acid chloride (10 mmol) in CH2Cl2 (20 mL) at 0C. The reactionmixture was stirred at room temperature for 1 h and monitored by TLC until thereaction was completed. Then water (50 mL) was added to the mixture and extractedwith CH2Cl2 (30 mL). The organic phase was dried over anhydrous Na2SO4 andconcentrated under reduced pressure. The residue can be purified by silica gel flashchromatography or recrystallization, and the corresponding benzamide products canbe obtained with a yield of 80-95%.
  • 3
  • [ 394-35-4 ]
  • [ 74-89-5 ]
  • [ 52833-63-3 ]
YieldReaction ConditionsOperation in experiment
The other compounds of Example 3 were prepared by essentially the same procedure using the corresponding carboxamide and acyl hydrazide. Acetonitrile was used as solvent in the preparation of 3-2. Compound [3-19] was isolated as a byproduct in the synthesis of 3-18. The methyl amides were prepared from their corresponding methyl esters and [METHYLAMINE] using well established protocols. The other amides were conveniently prepared from commercially available carboxylic acids and amines using 1- (dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride as the reagent and published procedures. Preparation of the acyl hydrazides was described in Procedures 3A, 3B, 3C and 3D.
  • 4
  • [ 52833-63-3 ]
  • [ 333-27-7 ]
  • C9H7F4NO3S [ No CAS ]
  • 5
  • [ 1285712-37-9 ]
  • [ 10544-63-5 ]
  • [ 52833-63-3 ]
  • 6
  • [ 52833-63-3 ]
  • [ 2216-94-6 ]
  • [ 1285712-19-7 ]
  • 7
  • [ 141-32-2 ]
  • [ 52833-63-3 ]
  • [ 1355020-63-1 ]
  • 8
  • [ 52833-63-3 ]
  • [ 140-88-5 ]
  • [ 1355020-62-0 ]
  • 9
  • [ 52833-63-3 ]
  • [ 446-51-5 ]
  • 10
  • [ 98-51-1 ]
  • [ 52833-63-3 ]
  • N-(4-(tert-butyl)benzoyl)-2-fluoro-N-methylbenzamide [ No CAS ]
  • 11
  • [ 106-43-4 ]
  • [ 52833-63-3 ]
  • 4-chloro-N-(2-fluorobenzoyl)-N-methylbenzamide [ No CAS ]
  • 12
  • [ 52833-63-3 ]
  • [ 108-88-3 ]
  • N-benzoyl-2-fluoro-N-methylbenzamide [ No CAS ]
  • 13
  • [ 104-93-8 ]
  • [ 52833-63-3 ]
  • 2-fluoro-N-(4-methoxybenzoyl)-N-methylbenzamide [ No CAS ]
  • 14
  • [ 52833-63-3 ]
  • [ 4252-31-7 ]
  • 15
  • [ 52833-63-3 ]
  • [ 34119-82-9 ]
  • 16
  • [ 52833-63-3 ]
  • N-{2-[(4-methoxyphenyl)amino]-2-phenylethyl}benzamide [ No CAS ]
  • 17
  • [ 994-30-9 ]
  • [ 52833-63-3 ]
  • N-[(triethylsilyl)methyl]benzamide [ No CAS ]
  • 18
  • [ 75-77-4 ]
  • [ 52833-63-3 ]
  • [ 71572-22-0 ]
  • 19
  • [ 13154-24-0 ]
  • [ 52833-63-3 ]
  • N-[(triisopropylsilyl)methyl]benzamide [ No CAS ]
  • 20
  • [ 1719-58-0 ]
  • [ 52833-63-3 ]
  • N-[(dimethyl(vinyl)silyl)methyl]benzamide [ No CAS ]
  • 21
  • [ 52833-63-3 ]
  • [ 768-33-2 ]
  • N-[(dimethyl(phenyl)silyl)methyl]benzamide [ No CAS ]
  • 22
  • [ 52833-63-3 ]
  • [ 69739-34-0 ]
  • N-[(tert-butyldimethylsilyl)methyl]benzamide [ No CAS ]
  • 23
  • [ 52833-63-3 ]
  • [ 501-65-5 ]
  • 8-fluoro-2-methyl-3,4-diphenylisoquinolin-1(2H)-one [ No CAS ]
  • 24
  • [ 67-56-1 ]
  • [ 52833-63-3 ]
  • [ 3400-35-9 ]
YieldReaction ConditionsOperation in experiment
64% With potassium hydroxide; In dimethyl sulfoxide; at 20℃; for 16h; General procedure: A mixture of 2-fluorobenzamide (1a, 69.5 mg, 0.5 mmol), MeOH (ca. 32.0 mg, 1.0 mmol), KOH (56.0 mg, 1.0 mmol) and DMSO (2.0 mL) in a 25 mL screw-capped thick-walled Pyrex tube was stirred at room temperature for 16 h, and then water (10 mL) was added to the reaction mixture with stirring, and the mixture was extracted with ethyl acetate three times (3 * 10 mL). The combined organic phases were dried over Na2SO4 overnight. The filtered solution was concentrated under reduced pressure, and the crude residue was purified by column chromatography on silica gel with the use of petroleum ether/ethyl acetate/trimethylamine (gradient mixture ratio from 6:1:0.05 to 2:1:0.05 in volume) to afford 2aa as a white solid in 80% yield (60.7 mg).
  • 25
  • [ 88070-48-8 ]
  • [ 52833-63-3 ]
YieldReaction ConditionsOperation in experiment
67% With silver nitrate; N-fluorobis(benzenesulfon)imide; palladium dichloride; In 1,2-dichloro-ethane; at 90℃; for 24h;Sealed tube; In a sealed reaction vessel into the N-methylbenzamide (27.0 mg, 0.2 mmol), palladium chloride (3.6 mg,0.02 mmol), N-fluorobenzenesulfonimide (126.1 mg, 0.4 mmol), silver nitrate (13.6 mg, 0.08 mmol), 1,2-dichloroethane (2.0 mL), the reaction mixture was stirred at 90 C reaction,TLC tracking was detected and the reaction was complete at 24 h. The reaction was quenched and the mixture was diluted with ethyl acetate. EtOAc was evaporated. Separation and purification were carried out, and the eluent containing the product was collected, and the solvent was evaporated to give 20.5 mg of pure 2-fluoro-N-methylbenzamide as a yield of 67%.
  • 26
  • [ 110-82-7 ]
  • [ 52833-63-3 ]
  • N-(cyclohexylmethyl)-2-fluorobenzamide [ No CAS ]
  • 27
  • [ 291-64-5 ]
  • [ 52833-63-3 ]
  • N-(cycloheptylmethyl)-2-fluorobenzamide [ No CAS ]
  • 28
  • [ 52833-63-3 ]
  • [ 40339-20-6 ]
  • (E)-7-fluoro-2,3-dimethyl-3-styrylisoindolin-1-one [ No CAS ]
  • 29
  • [ 52833-63-3 ]
  • [ 724-37-8 ]
  • 30
  • [ 52833-63-3 ]
  • 2-fluoro-N-hexylbenzamide [ No CAS ]
  • 31
  • [ 52833-63-3 ]
  • [ 2267-95-0 ]
  • 32
  • [ 52833-63-3 ]
  • [ 64141-89-5 ]
  • 33
  • [ 52833-63-3 ]
  • C8H7FN2O2 [ No CAS ]
  • 34
  • [ 52833-63-3 ]
  • [ 886-38-4 ]
  • 4'-fluoro-2'-methyl-2-phenylspiro[indene-1,1'-isoindolin]-3'-one [ No CAS ]
  • 35
  • [ 52833-63-3 ]
  • [ 107-19-7 ]
  • 4-methyl-3-methyl-1,4-benzoxazepin-5(4H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% With potassium hydroxide; In dimethyl sulfoxide; at 30 - 50℃; for 24h;Sealed tube; 0.0765 g of <strong>[52833-63-3]2-fluoro-N-methylbenzamide</strong> (0.5 mmol), 0.0336 g of propargyl alcohol (0.6 mmol), and 0.0084 g of potassium hydroxide (1.5 mmol) were weighed in a 25 mL sealed tube containing a magnetic stir bar. , 4.0 mL of anhydrous dimethyl sulfoxide was added. The tube was stirred and placed in a magnetic stirring heater at 30 C for 12 hours, and then the temperature was raised to 50 C and the reaction was stirred for 12 hours. After the completion of the reaction, the column was separated with petroleum ether-ethyl acetate as an eluent to give a pale-yellow liquid: 0.0541 g, the desired product 4-methyl-3-methyl-1,4-benzoxazepin-5(4H)-one.The isolated yield of the is 57%, that is, in the formula I, R1 is a methyl group, R2 is H, and R3 and R4 are both H.
  • 36
  • [ 52833-63-3 ]
  • [ 342-24-5 ]
  • 37
  • [ 24424-99-5 ]
  • [ 52833-63-3 ]
  • tert-butyl (2-fluorobenzoyl)(methyl)carbamate [ No CAS ]
  • 38
  • [ 52833-63-3 ]
  • [ 107-19-7 ]
  • [ 66362-42-3 ]
  • 39
  • [ 1072-85-1 ]
  • [ 335344-28-0 ]
  • [ 52833-63-3 ]
  • 40
  • [ 593-51-1 ]
  • [ 393-52-2 ]
  • [ 52833-63-3 ]
  • 41
  • [ 100-42-5 ]
  • [ 52833-63-3 ]
  • (E)-2-fluoro-N-methyl-6-styrylbenzamide [ No CAS ]
  • 42
  • [ 52833-63-3 ]
  • [ 25015-63-8 ]
  • N-(2-fluorobenzyl)-N,4,4,5,5-pentamethyl-1,3,2-dioxaborolan-2-amine [ No CAS ]
 

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