ChemicalBook > CAS DataBase List > 3-NITRO-4-QUINOLINOL

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
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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)
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Safety

Risk Statements 
25-37-38-41
Safety Statements 
26-36/37/39
RIDADR 
2811
HazardClass 
IRRITANT
HS Code 
29334900
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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

TCI Chemical
Product number
N0992
Product name
3-Nitro-4-quinolinol
Purity
>98.0%(GC)(T)
Packaging
200mg
Price
$105
Updated
2025/07/31
TCI Chemical
Product number
N0992
Product name
3-Nitro-4-quinolinol
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$352
Updated
2025/07/31
TRC
Product number
N496210
Product name
3-Nitro-4-hydroxyquinoline
Packaging
10g
Price
$50
Updated
2021/12/16
TRC
Product number
N496210
Product name
3-Nitro-4-hydroxyquinoline
Packaging
25g
Price
$100
Updated
2021/12/16
AK Scientific
Product number
W6565
Product name
3-Nitroquinolin-4-ol
Packaging
25g
Price
$161
Updated
2021/12/16
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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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3-NITRO-4-QUINOLINOL Suppliers

Synchem OHG
Tel
+49 5662 408730
Fax
+49 5662 4087320
Email
info@synchem.de
Country
Germany
ProdList
4705
Advantage
70
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
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View Lastest Price from 3-NITRO-4-QUINOLINOL manufacturers

Career Henan Chemical Co
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

50332-66-6, 3-NITRO-4-QUINOLINOLRelated Search:


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