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Furo[3,4-b]pyridin-5(7H)-one

Product Name
Furo[3,4-b]pyridin-5(7H)-one
CAS No.
5657-51-2
Chemical Name
Furo[3,4-b]pyridin-5(7H)-one
Synonyms
4-AZAPHTHALIDE;7H-furo[3,4-b]pyridin-5-one;FURO[3,4-B]PYRIDIN-5(7H)-ONE;5,7-dihydrofuro<3,4-b>pyridin-5-one;FURO[3,4-B]PYRIDIN-5(7H)-ONE/4-AZAPHTHALIDE
CBNumber
CB7487563
Molecular Formula
C7H5NO2
Formula Weight
135.12
MOL File
5657-51-2.mol
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Furo[3,4-b]pyridin-5(7H)-one Property

Melting point:
142-144 °C
Boiling point:
330.9±37.0 °C(Predicted)
Density 
1.360±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
1.81±0.20(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
F865305
Product name
Furo[3,4-B]Pyridin-5(7h)-One
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
8276AB
Product name
Furo[3,4-b]pyridin-5(7H)-one
Packaging
100mg
Price
$49
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA142256
Product name
4-Azaphthalide
Packaging
100mg
Price
$63
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA142256
Product name
4-Azaphthalide
Packaging
250mg
Price
$125
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA142256
Product name
4-Azaphthalide
Packaging
500mg
Price
$220
Updated
2021/12/16
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Furo[3,4-b]pyridin-5(7H)-one Chemical Properties,Usage,Production

Synthesis

699-98-9

5657-51-2

General procedure for the synthesis of furan[3,4-B]pyridin-5(7H)-one from 2,3-pyridinedicarboxylic anhydride: NaBH4 (1.14 g, 33.5 mmol) was slowly added to a solution of tetrahydrofuran (THF, 35 mL) of 2,3-pyridinedicarboxylic anhydride (5.0 g, 33.5 mmol) under argon gas protection and the temperature of the reaction was kept at 15 °C. Subsequently, acetic acid (4 g, 67 mmol) was added dropwise and the reaction mixture was stirred continuously at 15 °C for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in a mixture of acetic acid (13.5 mL) and acetic anhydride (13.5 mL) and stirred at 100 °C for 3 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in a mixed solution of water (35 mL) and sodium chloride (6.7 g). The aqueous phase was extracted with chloroform (3 x 40 mL) and the organic layers were combined and concentrated. Finally, recrystallization by isopropanol (z'-PrOH) afforded the target compound furan[3,4-B]pyridin-5(7H)-one (2.5 g, 55% yield) as a light yellow solid with a melting point of 123-125°C. The product was detected by IR (KBr), showing characteristic absorption peaks located at 1778, 1567, 1423, 1355, 1000, 743 cm^-1 ; 1H NMR (300 MHz, CDCl3) spectrum showed δ 8.87 (dd, J = 1.5, 4.9 Hz, 1H), 8.22 (dd, J = 1.5, 7.7 Hz, 1H), and 7.50 (dd, J = 5.0, 7.8 Hz, 1H), 5.33 (s, 2H); ESIMS analysis showed m/z 136 (MH+, relative intensity 100).

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 6, p. 1778 - 1782
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 8, p. 3840 - 3853
[3] Patent: WO2017/160898, 2017, A1. Location in patent: Paragraph 00104; 00120
[4] Synthesis, 1997, # 1, p. 113 - 116
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 3012 - 3015

Furo[3,4-b]pyridin-5(7H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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Furo[3,4-b]pyridin-5(7H)-one Suppliers

Meryer (Shanghai) Chemical Technology Co., Ltd.
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INTATRADE GmbH
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Beijing Isomersyn Technology CO;LTD
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Shanghai T&W Pharmaceutical Co., Ltd.
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Taizhou Tongxin Bio-Tech Co., Ltd
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ShangHai Yuchuan Pharmaceutical Technology Co., Ltd.
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Shanghai Yongye Biotechnology Co., Ltd.
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View Lastest Price from Furo[3,4-b]pyridin-5(7H)-one manufacturers

Career Henan Chemical Co
Product
Furo[3,4-b]pyridin-5(7H)-one 5657-51-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1kg-1000kg
Release date
2020-01-02