ChemicalBook--->CAS DataBase List--->4664-00-0

4664-00-0

4664-00-0 Structure

4664-00-0 Structure
IdentificationBack Directory
[Name]

QUINOLINIMIDE
[CAS]

4664-00-0
[Synonyms]

AKOS 93366
NSC 405554
QUINOLINIMIDE
3-azaphthalimid
quinolinicacidimide
QUINOLINICACIDAMIDE
pyridinedicarboxamide
2,3-Pyridinedicarbimide
3-Azaphthalimid [German]
Pyridine-2,3-dicarbimide
3,4-Pyridinedicarboximide
2,3-PYRIDINEDICARBOXAMIDE
2,3-pyridinedicarboximide
pyridine-2,3-dicarboximide
PYRROLO[3,4-B]PYRIDINE-5,7-DIONE
pyrrolo[3,4-b]pyridine-5,7-quinone
6H-Pyrrolo[3,4-b]pyridine-5,7-dione
5H-PYRROLO[3,4-B]PYRIDINE-5,7(6H)-DIONE
5H-Pyrrolo(3,4-b)pyridine-5,7(6H)-dione (9CI)
[EINECS(EC#)]

225-107-1
[Molecular Formula]

C7H4N2O2
[MDL Number]

MFCD00023018
[MOL File]

4664-00-0.mol
[Molecular Weight]

148.12
Chemical PropertiesBack Directory
[Appearance]

Light yellow solid
[Melting point ]

233-234°C
[Boiling point ]

268.69°C (rough estimate)
[density ]

1.4015 (rough estimate)
[refractive index ]

1.5300 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

Dichloromethane, Ether, Ethyl Acetate, Methanol
[form ]

Solid
[pka]

8.08±0.20(Predicted)
[color ]

Brown
Hazard InformationBack Directory
[Chemical Properties]

Light yellow solid
[Uses]

Quinolinimide (cas# 4664-00-0) is a compound useful in organic synthesis.
[Synthesis]

Quinolinic acid

89-00-9

5H-Pyrrolo[3,4-b]pyridine-5,7(6H)-dione

4664-00-0

General procedure for the synthesis of 2,3-pyridinedicarboximide from 2,3-pyridinedicarboxylic acid: 167 g of 2,3-pyridinedicarboxylic acid (1.0 mol) and 300 mL of concentrated ammonia (28%) were added to a 1000 mL three-necked flask, followed by refluxing and stirring for 6 hours at 140 °C. The reaction was carried out in a liquid mixture of 2,3-pyridinedicarboxylic acid (1.0 mol) and 300 mL of concentrated ammonia (28%). During the reaction, the liquid reaction mixture gradually changed to dark brown color. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete reaction of 2,3-pyridinedicarboxylic acid, the reaction mixture was cooled to room temperature. Under continuous stirring, the reaction mixture was slowly poured into 500 mL of cold water, and a large amount of gray solid precipitated immediately. The solid product was collected by filtration and the filter cake was washed with cold water and subsequently dried under vacuum at 60 °C overnight to give 125 g of gray powdery product in 84% yield.

[References]

[1] Patent: CN102746294, 2016, B. Location in patent: Paragraph 0077; 0078
[2] Heterocycles, 2002, vol. 57, # 10, p. 1881 - 1890
[3] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[4] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 58 - 66,9
[5] Molecules, 2000, vol. 5, # 3, p. 481 - 482
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-37/39
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl acetate-->Methanol-->Petroleum ether-->Acetic anhydride-->Ammonium acetate-->Quinolinic acid-->2,3-Pyridinedicarboxylic anhydride
[Preparation Products]

Pyridine-2,3-dicarboxamide-->3-Aminopyridine-2-carboxylic acid methyl ester-->3-Amino-2-pyridinecarboxylic acid
Spectrum DetailBack Directory
[Spectrum Detail]

5H-Pyrrolo[3,4-b]pyridine-5,7(6H)-dione(4664-00-0)1HNMR
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