3-NITRO-4-QUINOLINOL
- Product Name
- 3-NITRO-4-QUINOLINOL
- CAS No.
- 50332-66-6
- Chemical Name
- 3-NITRO-4-QUINOLINOL
- Synonyms
- 3-nitro-4-quinolone;3-Nitro-4-Quinolino;3-NITRO-4-QUINOLINOL;3-NITROQUINOLIN-4-OL;Imiquimod Impurity 12;Imiquimod impurity 15;4-QUINOLINOL, 3-NITRO-;3-Nitro-4-quinolinol>Racecadotril Impurity 17;3-nitro-1H-quinolin-4-one
- CBNumber
- CB6251259
- Molecular Formula
- C9H6N2O3
- Formula Weight
- 190.16
- MOL File
- 50332-66-6.mol
3-NITRO-4-QUINOLINOL Property
- Melting point:
- >3000C
- Boiling point:
- 334.7±22.0 °C(Predicted)
- Density
- 1.496±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMF (Slightly), DMSO (Slightly)
- form
- Solid
- pka
- -0.02±0.50(Predicted)
- color
- Light Beige
- Stability:
- <-200C
- InChI
- InChI=1S/C9H6N2O3/c12-9-6-3-1-2-4-7(6)10-5-8(9)11(13)14/h1-5H,(H,10,12)
- InChIKey
- ZWISCKSGNCMAQO-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC=CC=2)C(O)=C([N+]([O-])=O)C=1
- CAS DataBase Reference
- 50332-66-6(CAS DataBase Reference)
Safety
- Risk Statements
- 25-37-38-41
- Safety Statements
- 26-36/37/39
- RIDADR
- 2811
- HazardClass
- IRRITANT
- HS Code
- 29334900
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.
N-Bromosuccinimide Price
- Product number
- N0992
- Product name
- 3-Nitro-4-quinolinol
- Purity
- >98.0%(GC)(T)
- Packaging
- 200mg
- Price
- $105
- Updated
- 2025/07/31
- Product number
- N0992
- Product name
- 3-Nitro-4-quinolinol
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $352
- Updated
- 2025/07/31
- Product number
- N496210
- Product name
- 3-Nitro-4-hydroxyquinoline
- Packaging
- 10g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- N496210
- Product name
- 3-Nitro-4-hydroxyquinoline
- Packaging
- 25g
- Price
- $100
- Updated
- 2021/12/16
- Product number
- CS-M2023
- Product name
- 4-Quinolinol,3-nitro-
- Purity
- 99.34%
- Packaging
- 25g
- Price
- $105
- Updated
- 2021/12/16
3-NITRO-4-QUINOLINOL Chemical Properties,Usage,Production
Chemical Properties
Tan Solid
Uses
3-Nitro-4-hydroxyquinoline (cas# 50332-66-6) is a compound useful in organic synthesis.
Definition
ChEBI: 3-nitro-1H-quinolin-4-one is a nitro compound and a member of quinolines.
Synthesis Reference(s)
Journal of the American Chemical Society, 69, p. 365, 1947 DOI: 10.1021/ja01194a060
Synthesis
611-36-9
50332-66-6
Step 1: 5 g of 4-hydroxyquinoline (34.48 mmol, purchased from Jiuding Chemical) was dissolved in 40 mL of propionic acid (purity ≥99.5%) and heated to 120 °C. Subsequently, 3.5 mL of concentrated nitric acid (41.38 mmol, concentration 65-68%) was diluted with propionic acid and slowly added dropwise to the reaction system over 1.5 hours. After about 15 minutes of dropwise addition, a yellow precipitate appeared in the reaction solution. 20 mL of propionic acid was added and the reaction was continued at reflux for 1 hour. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm that the 4-hydroxyquinoline was completely consumed. The heating was stopped and the reaction solution was cooled to room temperature. The reaction mixture was filtered, the filter cake was washed with petroleum ether and dried under vacuum to give 4-hydroxy-3-nitroquinoline as a yellow solid (5.28 g, 80.7% yield).
References
[1] Patent: US5367076, 1994, A
[2] Patent: US5175296, 1992, A
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 10, p. 3481 - 3491
[4] Patent: CN108003153, 2018, A. Location in patent: Paragraph 0063; 0068
[5] Patent: US2011/136801, 2011, A1. Location in patent: Page/Page column 21
3-NITRO-4-QUINOLINOL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-NITRO-4-QUINOLINOL manufacturers
- Product
- 3-NITRO-4-QUINOLINOL 50332-66-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-07-03