Home Cart Sign in  
Chemical Structure| 56341-41-4 Chemical Structure| 56341-41-4
Chemical Structure| 56341-41-4
Product Citations

Alternative Products

Product Details of 5-Fluoro-2-oxoindoline

CAS No. :56341-41-4
Formula : C8H6FNO
M.W : 151.14
SMILES Code : O=C1NC2=C(C=C(F)C=C2)C1
MDL No. :MFCD02179598
InChI Key :DDIIYGHHUMKDGI-UHFFFAOYSA-N
Pubchem ID :3731012

Safety of 5-Fluoro-2-oxoindoline

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 5-Fluoro-2-oxoindoline

* 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 [ 56341-41-4 ]

[ 56341-41-4 ] Synthesis Path-Downstream   1~6

  • 2
  • [ 56341-41-4 ]
  • [ 945381-62-4 ]
YieldReaction ConditionsOperation in experiment
62.5% With sulfuric acid; nitric acid; at -5 - 20℃; 5-Fluoro-1,3-dihydro-indol-2-one (5.0 g, 33 mmol) was added with 98% sulfuric acid (17.6 ml) and 65%-68% nitric acid (2.1 ml) in an ice-water bath with salt at -5 C. Upon the completion of the addition, the mixture was stirred for 1 hour at room temperature and added with ice-water until precipitate was formed. The solid was filtered and washed with water (50 ml×3) and recrystallized from acetic acid and water to give 7-amino-5-fluoro-1,3-dihydro-indol-2-one (4.0 g, 62.5%) as an orange solid.MS m/z (ESI): 196 [M+1]
  • 3
  • [ 56139-74-3 ]
  • [ 56341-41-4 ]
  • [ 1227783-59-6 ]
  • 4
  • [ 3240-35-5 ]
  • [ 56341-41-4 ]
  • [ 1261152-97-9 ]
  • 5
  • [ 3012-80-4 ]
  • [ 56341-41-4 ]
  • (E)-5-fluoro-3-((1-methyl-1H-benzo[d]imidazol-2-yl)methylene)indolin-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With piperidine; In ethanol;Reflux; General procedure: To a mixture of oxindole (3a-f, 0.3mmol), 1-alkyl-1H benzo[d]imidazole-2-carbaldehydes (7a-e, 0.33mmol) in ethanol (2mL), was added catalytic amount of piperidine. The reaction mixture was stirred at reflux until complete consumption of the oxindole observed by TLC. After cooling, the precipitate was filtered, washed with cold ethanol, and dried in air to furnish pure (E)-benzo[d]imidazol-2-yl)methylene)indolin-2-ones 8a-z orange/yellow solids in moderate to good yields. Compounds 8c, 8f, 8i, 8l and 8o did not precipitated out from ethanol, were purified by column chromatography with silica gel (60-120) by using ethyl acetate:hexane (2:8 to 3:7). 4.1.1.4 (E)-5-fluoro-3-((1-methyl-1H-benzo[d]imidazol-2-yl)methylene)indolin-2-one (8d) Yellow solid, Yield 90%; mp: 277-279 C; FT-IR: (cm-1): 3163, 3068, 1703, 1620, 1301, 808, 730; 1H NMR (500 MHz, DMSO-d6): δ 10.72 (brs, 1H, NH), 9.45 (dd, J = 2.7, 10.1 Hz, 1H, Ar-H), 7.82 (d, J = 8.1 Hz, 1H, Ar-H), 7.67 (d, J = 8.2 Hz, 1H, Ar-H), 7.59 (s, 1H, C=CH), 7.38 (t, J = 7.3 Hz, 1H, Ar-H), 7.32 (t, J = 7.8 Hz, 1H, Ar-H), 7.19-7.13 (m, 1H, Ar-H), 6.89-6.84 (m, 1H, Ar-H), 4.01 (s, 3H, CH3); 13C NMR (125 MHz, DMSO-d6): δ 168.8, 157.3 (d, JCF = 234.3 Hz), 147.4, 142.8, 139.9, 135.6, 130.1 (d, JCF = 2.8 Hz), 124.3, 123.1, 122.1 (d, JCF = 9.9 Hz), 119.8, 119.1, 117.4 (d, JCF = 23.6 Hz), 115.0 (d, JCF = 27.2 Hz) 110.9, 110.1 (d, JCF = 8.2 Hz), 30.3; HRMS (ESI): m/z calcd for C17H13FN3O 294.1043, found 294.1036 [M+H]+; Purity: 99.5%.
  • 6
  • [ 56341-41-4 ]
  • [ 34595-26-1 ]
  • 5-fluoro-2',3',4',4a'-tetrahydro-1'H,6'H-spiro[indoline-3,5'-pyrido[1,2-a]quinolin]-2-one [ No CAS ]
 

Historical Records

Technical Information

Categories