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Chemical Structure| 367-25-9 Chemical Structure| 367-25-9
Chemical Structure| 367-25-9

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CAS No.: 367-25-9

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Product Details of [ 367-25-9 ]

CAS No. :367-25-9
Formula : C6H5F2N
M.W : 129.11
SMILES Code : NC1=CC=C(F)C=C1F
MDL No. :MFCD00007648
InChI Key :CEPCPXLLFXPZGW-UHFFFAOYSA-N
Pubchem ID :9709

Safety of [ 367-25-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H227-H302+H312-H315-H319-H331-H335
Precautionary Statements:P261-P280-P305+P351+P338-P311
Class:6.1
UN#:2810
Packing Group:Ⅲ

Application In Synthesis of [ 367-25-9 ]

* 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 [ 367-25-9 ]

[ 367-25-9 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 320-72-9 ]
  • [ 367-25-9 ]
  • [ 80033-99-4 ]
  • 2
  • [ 367-25-9 ]
  • [ 181765-85-5 ]
  • [ 741281-04-9 ]
  • 3
  • [ 367-25-9 ]
  • [ 367-34-0 ]
  • [ 3862-73-5 ]
  • 5
  • [ 3240-35-5 ]
  • [ 367-25-9 ]
  • 2,4-difluoro-N-(4-sulfamoylbenzylidene)aniline [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% 75(i) 2,4-Difluoro-N-(4-sulfamoylbenzylidene)aniline Following a procedure similar to that described in Example 1(i), but using 4-sulfamoylbenzaldehyde and 2,4-difluoroaniline as starting materials, the title compound was obtained as a white powder (yield 47%). Nuclear Magnetic Resonance Spectrum (270 MHz, hexadeuterated dimethyl sulfoxide) δ ppm: 8.79 (1H, singlet); 8.12 (2H, doublet, J=8 Hz); 7.97 (2H, doublet, J=8 Hz); 7.58-7.34 (4H, multiplet); 7.21-7.13 (1H, multiplet).
  • 6
  • [ 36556-48-6 ]
  • [ 2613-34-5 ]
  • [ 367-25-9 ]
YieldReaction ConditionsOperation in experiment
99% With sodium hydroxide;palladium; In hydrogenchloride; methanol; water; Example 7 88 ml of methanol, 44 ml of water, 0.2 g of palladium-on-charcoal containing 10% Pd and 0.04 mol of <strong>[2613-34-5]3-chloro-2,4-difluoroaniline</strong> are charged to the same reactor as that of Example 6. A hydrogen pressure is introduced in the reactor, which is heated to 90 C. The hydrogen pressure is kept constant at 1.9*106 Pa absolute at 90 C. During the reaction, sodium hydroxide is added in proportion as hydrochloric acid is given off until an amount is reached which is comparable with that used for a corresponding amount of chlorodifluoroaniline in Example 6. After a period of 3 hours, the degree of conversion of the <strong>[2613-34-5]3-chloro-2,4-difluoroaniline</strong> is 100% and the 2,4-difluoroaniline yield is 99%. The remainder of the conversion product (1%) is composed of 4-fluoroaniline and of traces of aniline.
  • 7
  • [ 29745-44-6 ]
  • [ 137640-84-7 ]
  • [ 367-25-9 ]
  • N-(2,4-difluorophenyl)-2-(3-α,α,α-trifluoromethylphenoxy)-6-pyridinecarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In thionyl chloride; dichloromethane; EXAMPLE 24 Preparation of N-(2,4-difluorophenyl)-2-(3-alpha,alpha,alpha-trifluoromethylphenoxy)-6-pyridinecarboxamide 6-(3-alpha,alpha,alpha-Trifluoromethylphenoxy)picolinic acid (7.1 g) in thionyl chloride (50 ml) was refluxed for 1 hour. The excess thionyl chloride was evaporated in vacuo and dichloromethane added to the residual picolinoyl chloride. A solution of 2,4-difluoroaniline (3.3 g) and triethylamine (2.6 g) in dichloromethane (50 ml) was then added dropwise with stirring at ambient temperature. After stirring a further 1 hour, the reaction mixture was washed with water, dried over anhydrous magnesium sulphate and the dichloromethane evaporated. The residue was purified on a silica gel column using dichloromethane as eluant to give the title compound (6.9 g) as a white solid of melting point 110-111 C. m/e Theory: Found 394:394
With triethylamine; In thionyl chloride; dichloromethane; Example 24 Preparation of N-(2,4-difluorophenyl)-2-(3-alpha,alpha,alpha-trifluoromethylphenoxy)-6-pyridinecarboxamide 6-(3-alpha,alpha,alpha-Trifluoromethylphenoxy)picolinic acid (7.1g) in thionyl chloride (50ml) was refluxed for 1 hour. The excess thionyl chloride was evaporated in vacuo and dichloromethane added to the residual picolinoyl chloride. A solution of 2,4-difluoroaniline (3.3g) and triethylamine (2.6g) in dichloromethane (50ml) was then added dropwise with stirring at ambient temperature. After stirring a further 1 hour, the reaction mixture was washed with water, dried over anhydrous magnesium sulphate and the dichloromethane evaporated. The residue was purified on a silica gel column using dichloromethane as eluant to give the title compound (6.9g) as a white solid of melting point 110-111C.
  • 8
  • [ 367-25-9 ]
  • [ 27398-39-6 ]
  • [ 931105-81-6 ]
YieldReaction ConditionsOperation in experiment
53% Example 41; 3-(4-(2-Aminopyridin-4-yloxy)-3-fluorophenylamino)-N-(2,4-difluorophenyl)pyrazine-2-carboxamide, bis(trifluoroacetic acid) salt; A) 3-Chloro-N-(2,4-difluorophenyl)pyrazine-2-carboxamide; To a mixture of <strong>[27398-39-6]3-chloropyrazine-2-carboxylic acid</strong> (Tyger Scientific, 500 mg, 3.15 mmol) in methylene chloride (30 mL) and DMF (0.1 mL) was added oxalyl chloride (593 mg, 4.7 mmol). After stirring 30 min the reaction mixture was concentrated in vacuo. The residue was taken up in acetonitrile (12 mL) and was treated with triethylamine (920 mg, 9.1 mmol) and 2,4-difluoroaniline (430 mg, 3.3 mmol) and stirred 30 min. The reaction mixture was partitioned between ethyl acetate and brine. The organic layer was washed with brine, dried over anhydrous MgSO4, and then concentrated in vacuo. The resulting solid was recrystallized (ethyl acetate/hexanes) to give the amide (455 mg, 53percent) as a solid. MS(ESI+) m/z 270 (M+H)+.
  • 9
  • [ 367-25-9 ]
  • [ 103361-99-5 ]
 

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