| Identification | More | [Name]
2-HYDRAZINOQUINOLINE | [CAS]
15793-77-8 | [Synonyms]
2-HYDRAZINEQUINOLINE
2-HYDRAZINOQUINOLINE
2-QUINOLYLHYDRAZINE
AKOS AUF02055
OTAVA-BB BB0138210067
QUINOLIN-2-YL-HYDRAZINE
QUINOLINE, 2-HYDRAZINO-
2(1H)-Quinolinone, hydrazone
2(1h)-quinolinone,hydrazone
alpha-Quinolylhydrazine
1-(2-Quinolinyl)hydrazine
Quinolin-2(1H)-one hydrazone | [EINECS(EC#)]
239-899-1 | [Molecular Formula]
C9H9N3 | [MDL Number]
MFCD00041860 | [Molecular Weight]
159.19 | [MOL File]
15793-77-8.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [TSCA ]
Yes | [HS Code ]
2933491090 |
| Hazard Information | Back Directory | [Uses]
2-Hydrazinoquinoline acts as as a derivatization agent for LC-MS-based metabolomic investigation of diabetic ketoacidosis. It is used in agrochemical, pharmaceutical and dyestuff field. | [Synthesis]
The general procedure for the synthesis of 2-hydrazinoquinoline from 2-chloroquinoline was as follows: 21.0 g (128.4 mmol) of 2-chloroquinoline was first dissolved in 210 mL of ethanol. Subsequently, 64.3 g (1.3 mol) of hydrazine hydrate was added and the reaction mixture was stirred under reflux conditions for 16 hours. Upon completion of the reaction, the mixture was cooled to 0 °C and the precipitated solid product was collected by filtration and washed with a small amount of ethanol. After initial drying, the product was further dried under high vacuum. Finally, 14.5 g of product was obtained in 71% yield. The product was analyzed by LC-MS (Method 1): retention time Rt = 1.95 min; mass spectrum (ESIpos): m/z = 160 [M + H]+; 1H-NMR (400 MHz, DMSO-d6) data were as follows: δ= 8.08 (broad peaks, 1H), 7.87 (double peaks, 1H), 7.63 (double peaks, 1H), 7.57-7.43 (multiple peaks, 2H), 7.16 (triple peaks, 1H), 6.85 (double peaks, 1H), 4.35 (broad peaks, 2H). | [References]
[1] Patent: US2012/264704, 2012, A1. Location in patent: Page/Page column 17
[2] Journal of the Chemical Society, 1913, vol. 103, p. 1981
[3] Journal of the Indian Chemical Society, 1981, vol. 58, p. 840 - 843
[4] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2006, vol. 65, # 2, p. 463 - 466
[5] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2007, vol. 66, # 4-5, p. 972 - 975 |
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