ChemicalBook > CAS DataBase List > 1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE

1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE

Product Name
1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE
CAS No.
5654-95-5
Chemical Name
1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE
Synonyms
H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE;1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE;1H-Pyrrolo[2,3-b]Pyrridine-2,3-dione;1H,2H,3H-pyrrolo[2,3-b]pyridine-2,3-dione
CBNumber
CB91556585
Molecular Formula
C7H4N2O2
Formula Weight
148.12
MOL File
5654-95-5.mol
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1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE Property

Melting point:
225-230 °C (decomp)
Boiling point:
317.4±25.0 °C(Predicted)
Density 
1.60±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
-2.60±0.20(Predicted)
Appearance
Light yellow to brown Solid
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
P841033
Product name
1H-Pyrrolo[2,3-B]pyridine-2,3-dione
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
Y5473
Product name
1H-Pyrrolo[2,3-b]pyridine-2,3-dione
Packaging
100mg
Price
$295
Updated
2021/12/16
J&W Pharmlab
Product number
69R1028
Product name
1H-Pyrrolo[2,3-b]pyridine-2,3-dione
Purity
97%
Packaging
250mg
Price
$325
Updated
2021/12/16
Chemenu
Product number
CM125631
Product name
1H-pyrrolo[2,3-b]pyridine-2,3-dione
Purity
95%+
Packaging
1g
Price
$355
Updated
2021/12/16
ACHEMBLOCK
Product number
P45467
Product name
1H,2H,3H-pyrrolo[2,3-b]pyridine-2,3-dione
Purity
97%
Packaging
1G
Price
$475
Updated
2021/12/16
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1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE Chemical Properties,Usage,Production

Synthesis

5654-97-7

5654-95-5

General procedure for the synthesis of 1H-pyrrolo[2,3-b]pyridine-2,3-dione from 7-azaindol-2-one: Dry dimethylsulfoxide (DMSO, 6 mL) was heated to 120 °C, and 7-azaindol-2-one (500 mg, 3.7 mmol) and N-bromosuccinimide (NBS, 690.6 mg, 3.9 mmol) dissolved in a solution of anhydrous DMSO (2 mL). The reaction mixture was stirred at 120 °C for 30 min, and upon completion of the reaction, the pH was adjusted to 5-6 with 5% aqueous sodium bicarbonate (NaHCO3), followed by extraction with ethyl acetate. The organic phase was concentrated under reduced pressure to remove the solvent, and the resulting crude product was purified by column chromatography using ethyl acetate:hexane (3:1, v/v) as eluent to afford the target product 1H-pyrrolo[2,3-b]pyridine-2,3-dione (259.2 mg, 1.76 mmol, 65% yield) as a yellow solid. The structure of the product was characterized by nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 400 MHz, DMSO-d6, δ= 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) and NMR carbon spectra (13C-{1H} NMR, 150 MHz, DMSO-d6, δ= 39.5 ppm): 183.0, 164.0, 160.0, 155.2, 132.6, 119.0, 112.9 confirmed. Elemental analysis (C7H6N2O2): measured values C 56.66%, H 2.83%, N 18.72%; theoretical values C 56.76%, H 2.72%, N 18.91%.

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 1, 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

1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE manufacturers

Career Henan Chemical Co
Product
1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE 5654-95-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2019-12-20

5654-95-5, 1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONERelated Search:


  • 1H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE
  • 1H,2H,3H-pyrrolo[2,3-b]pyridine-2,3-dione
  • 1H-Pyrrolo[2,3-b]Pyrridine-2,3-dione
  • H-PYRROLO[2,3-B]PYRIDINE-2,3-DIONE
  • 5654-95-5