5-METHOXYQUINOLIN-8-AMINE
- Product Name
- 5-METHOXYQUINOLIN-8-AMINE
- CAS No.
- 30465-68-0
- Chemical Name
- 5-METHOXYQUINOLIN-8-AMINE
- Synonyms
- 5-METHOXYQUINOLIN-8-AMINE;5-methoxy-8-quinolinamine;5-methoxy-8-aminoquinoline;8-AMINO-5-METHOXYQUINOLINE;8-QuinolinaMine, 5-Methoxy-;5-METHOXY-QUINOLIN-8-YLAMINE;8-Amino-5-methoxyquinoline 95%
- CBNumber
- CB0292236
- Molecular Formula
- C10H10N2O
- Formula Weight
- 174.2
- MOL File
- 30465-68-0.mol
5-METHOXYQUINOLIN-8-AMINE Property
- Melting point:
- 90-95°C
- Boiling point:
- 355.7±27.0 °C(Predicted)
- Density
- 1.217±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 3.98±0.12(Predicted)
- form
- powder
- InChI
- InChI=1S/C10H10N2O/c1-13-9-5-4-8(11)10-7(9)3-2-6-12-10/h2-6H,11H2,1H3
- InChIKey
- MFLLTRMMFHENCM-UHFFFAOYSA-N
- SMILES
- N1C2C(=C(OC)C=CC=2N)C=CC=1
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 802255
- Product name
- 8-Amino-5-methoxyquinoline
- Purity
- 95%
- Packaging
- 1g
- Price
- $123
- Updated
- 2025/07/31
- Product number
- M269540
- Product name
- 5-Methoxyquinolin-8-amine
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- CS-W007287
- Product name
- 5-Methoxyquinolin-8-amine
- Packaging
- 1g
- Price
- $250
- Updated
- 2021/12/16
- Product number
- CHM0027271
- Product name
- 5-METHOXYQUINOLIN-8-AMINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $705.14
- Updated
- 2021/12/16
- Product number
- CHM0027271
- Product name
- 5-METHOXYQUINOLIN-8-AMINE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1220.43
- Updated
- 2021/12/16
5-METHOXYQUINOLIN-8-AMINE Chemical Properties,Usage,Production
Uses
The Chen auxiliary was reported to be an effective directing group in the synthesis of pyrrolidones from assisting in the activation of C(sp3)-H bonds and can be readily installed through amide bond formation and removed through mild conditions using CAN at room temperature.
General Description
8-Amino-5-methoxyquinoline is a substituted quinoline derivative that can be prepared using 5-chloro-2-nitroaniline as a starting material. It can act as an easily removable directing group and also mediate C-H activation. These properties have been useful for synthesizing isomeric dibenzoxazepinones and complex pyrrolidinones from compounds containing 8-amino-5-methoxyquinoline moiety.
Synthesis
36020-53-8
30465-68-0
First, 5-methoxy-8-nitroquinoline (0.4 g, 2.33 mmol) was placed in a two-necked eggplant flask and the reaction mixture was prepared under nitrogen protection. Subsequently, 50 ml of anhydrous ethanol was added to the flask. Under hydrogen atmosphere, palladium carbon catalyst (0.04 g) was added and the reaction was stirred at room temperature. After 6 hours of reaction, the reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated using a rotary evaporator to give the final yellow solid product 5-methoxy-8-quinolinamine (0.333 g, 83% yield).
References
[1] Chemistry - A European Journal, 2013, vol. 19, # 43, p. 14697 - 14701
[2] Advanced Synthesis and Catalysis, 2016, vol. 358, # 10, p. 1679 - 1688
[3] Patent: JP5659191, 2015, B2. Location in patent: Paragraph 0081; 0082; 0083; 0084
[4] Patent: WO2010/66832, 2010, A1. Location in patent: Page/Page column 31-32
[5] Journal of the American Chemical Society, 1946, vol. 68, p. 1524,1526
5-METHOXYQUINOLIN-8-AMINE Preparation Products And Raw materials
Raw materials
Preparation Products
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