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[ CAS No. 317-20-4 ] {[proInfo.proName]}

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Chemical Structure| 317-20-4
Chemical Structure| 317-20-4
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Product Details of [ 317-20-4 ]

CAS No. :317-20-4 MDL No. :MFCD01569508
Formula : C8H4FNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :HGBGVEOXPHGSOS-UHFFFAOYSA-N
M.W : 165.12 Pubchem ID :586418
Synonyms :

Safety of [ 317-20-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P272-P280-P301+P312-P302+P352-P321-P330-P332+P313-P363-P501 UN#:N/A
Hazard Statements:H302-H317 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 317-20-4 ]

* 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 [ 317-20-4 ]

[ 317-20-4 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 317-20-4 ]
  • [ 6099-90-7 ]
  • [ 82260-61-5 ]
  • 2
  • [ 98968-72-0 ]
  • [ 317-20-4 ]
  • 3
  • [ 317-20-4 ]
  • [ 932041-13-9 ]
  • 4
  • [ 317-20-4 ]
  • [ 959236-59-0 ]
YieldReaction ConditionsOperation in experiment
47% This compound was prepared following the procedure of Johnson, B. L.; Rodgers, J. D. Syn. Comm. 2005, 35, 2681-2684. A suspension of 5.28 g 7-fluoroisatin in 30 mL of water was added 1.30 g NaOH, in 10 mL water with stirring. The resulting dark red solution was stirred until all of the solids dissolved and was then cooled in an ice water bath. The solution was then slowly added a cooled (ice bath) solution of 2.21 g NaNO2 in 10 mL water. These combined solutions were then added slowly to cooled (ice bath) to solution of aqueous sulfuric acid (3.4 mL H2SO4 in 60 mL water). Ice was added to maintain a temperature of approximately 0 C. After stirring for approximately 10 minutes, this dark red diazonium solution was added slowly to a chilled (0 C., ice bath) solution of 18 g SnCl22H2O in 30 mL concentrated HCl. Ice was again added to maintain a temperature of approximately 0 C. After stirring for approximately 1 hour, the reaction was filtered and the resulting residue was dissolved in 1 N NaOH (60 mL), washed with ether (2×50 mL). The resulting yellow-brown solution was cooled in an ice bath and acidified to a pH3 (litmus paper) with concentrated HCl, which resulted in the formation of a dark yellow precipitate. The precipitate was collected by filtration, washed with water, and dried over night in an oven to give 3.69 g (47%) of 7-fluoro-1H-indazole-3-carboxylic acid as an orange solid. 1H NMR (400 MHz, DMSO-d6) delta 14.35 (br s, 1H), 13.22 (br s, 1H), 7.89-7.87 (m, 1H), 7.26-7.21 (m, 2H). MS (ESI) m/z 181 (M+H)+.
  • 5
  • [ 317-20-4 ]
  • [ 1131-18-6 ]
  • [ 50607-30-2 ]
  • 7-fluoro-3'-methyl-1'-phenyl-6',7',8',9'-tetrahydrospiro[indoline-3,4'-pyrazolo[3,4-b][1,6]naphthyridine]-2,5'(1'H)-dione [ No CAS ]
  • 6
  • [ 317-20-4 ]
  • [ 4149-06-8 ]
  • [ 347-84-2 ]
  • 7-fluoro-6'-(4-fluorophenyl)-2',5'-diphenyl-1',2'-dihydrospiro[indoline-3,4'-pyrazolo[3,4-b]pyridine]-2,3'(7'H)-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With acetic acid; In water; at 90℃; for 5h;Green chemistry; General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 C about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.
  • 7
  • [ 67-56-1 ]
  • [ 317-20-4 ]
  • [ 144851-82-1 ]
YieldReaction ConditionsOperation in experiment
59% With tert.-butylhydroperoxide; caesium carbonate; at 20 - 30℃; for 4h;Sealed tube; General procedure: A sealed tube was charged with isatin 1 (1a 147 mg, 1.0 mmol), TBHP (70%, 257 mg, 2.0 mmol), and Cs2CO3 (652 mg, 2.0 mmol) at room temperature, and then solvent CH3OH (4 mL) was added. The resulting mixture was stirred at 30 C in a sealed vessel under air after 4 h, then added 50 mL water to the mixture, extracted with CH3COOC2H5 3 times (3 50 mL). The extract was washed with 30%NaCl solution (V/V), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (Petroleum ether/Ethyl acetate =10:1) to yield the desired product 4a as a yellow liquid (93% yield).
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