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Chemistry
Organic Building Blocks
Amides
dione
1H-Pyrrolo[2,3-b]pyridine-2,3-dione
Chemistry
Organic Building Blocks
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Amides
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dione

[ CAS No. 5654-95-5 ] 1H-Pyrrolo[2,3-b]pyridine-2,3-dione

Cat. No.: A151645
Chemical Structure| 5654-95-5
Chemical Structure| 5654-95-5
 Structure of 5654-95-5 * Storage: Sealed in dry,Room Temperature
Purity Size Price USA Stock *0-1 Day Global Stock *5-7 Days Quantity
96% 100mg $53.00 Inquiry Inquiry
96% 250mg $95.00 Inquiry Inquiry
96% 1g $246.00 Inquiry Inquiry
96% 5g $903.00 Inquiry Inquiry

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* Storage: Sealed in dry,Room Temperature

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Product Details of [ 5654-95-5 ]

CAS No. :5654-95-5 MDL No. :MFCD09999197
Formula : C7H4N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :WIZIBEDAPVILNL-UHFFFAOYSA-N
M.W : 148.12 Pubchem ID :14707943
Synonyms :

Safety of [ 5654-95-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5654-95-5 ]

* 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 [ 5654-95-5 ]

[ 5654-95-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5654-97-7 ]
  • [ 5654-95-5 ]
YieldReaction ConditionsOperation in experiment
65% With N-Bromosuccinimide; dimethyl sulfoxide; at 120℃; for 0.5h; Dried DMSO (6 mL) was heated to 120 C and a solution of 8 (500 mg, 3.7 mmol) and N-bromosuccinimide (690.6 mg, 3.9 mmol) in dry DMSO (2 mL) was added dropwise. The mixture was stirred at 120 C for 30 min, adjusted to pH 5-6 with aqueous NaHCO3 (5%) and extracted with ethyl acetate. The solvent was removed and the residue was purified by column chromatography using ethyl acetate: hexane (3:1) as eluent to afford 9 as a yellow solid (259.2 mg, 1.76 mmol, 65%). 1H NMR (400 MHz, DMSO-d6, delta = 2.49 ppm): 11.6 (s, 1H), 8.38 (dd, 1H, 3JH,H = 3.3 Hz, 4JH,H = 0.9 Hz), 7.87 (dd, 1H, 3JH,H = 5.0 Hz, 4JH,H = 1.1 Hz), 7.01 (dd, 1H, 3JH,H = 4.8 Hz, 4JH,H = 3.5 Hz). 13C-{1H} NMR (150 MHz, DMSO-d6, delta = 39.5 ppm): 183.0, 164.0, 160.0, 155.2, 132.6, 119.0, 112.9. C7H6N2O2. Found: C 56.66, H 2.83, N 18.72; requires: C 56.76, H 2.72, N 18.91.
31% A suspension of <strong>[5654-97-7]7-azaoxindole</strong> (500 mg, 3.7 mmol) and N-bromosuccinimide (690.6 mg, 3.9 mmol) in dry DMSO (13 mL) was stirred at 60 C for 2 h and at 95 C for 8 h under reduced pressure (100 hPa). The mixture was adjusted to pH 5-6 with aqueous NaHCO3 (5%) and extracted with ethyl acetate. The solvent was removed and the residue was purified by column chromatography using ethyl acetate : hexane (3:1) as eluent to afford a yellow solid (170 mg, 1.15 mmol, 31 %). 1H-NMR (400 MHz, DMSO-d6, delta = 2.49 ppm): 11.6 (s, 1H, NH), 8.38 (dd, 1H, 3JH,H = 5.2 Hz, 4JH,H = 1.8 Hz, 6-CH), 7.87 (dd, 1H, 3JH,H = 7.5 Hz, 4JH,H = 0.9 Hz, 4-CH), 7.09 (dd, 1H, 3JH,H = 7.4 Hz, 4JH,H = 5.2 Hz, 5-CH).
Reference： [1]Bioorganic and Medicinal Chemistry,2014,vol. 22,p. 247 - 255
[2]Patent: EP2199292,2010,A1 .Location in patent: Page/Page column 10
[3]Helvetica Chimica Acta,1941,vol. 24,p. 141E,145E,150E
  • 2
  • [ 5654-97-7 ]
  • [ 5654-95-5 ]
  • (E)-[3,3'-bipyrrolo[2,3-b]pyridinylidene]-2,2'(1H,1'H)-dione [ No CAS ]
Reference： [1]Journal of Materials Chemistry C,2016,vol. 4,p. 1208 - 1214

Tags: 5654-95-5 synthesis path| 5654-95-5 SDS| 5654-95-5 COA| 5654-95-5 purity| 5654-95-5 application| 5654-95-5 NMR| 5654-95-5 COA| 5654-95-5 structure

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Technical Information

• Acyl Group Substitution • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Grignard Reaction • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction
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