5-Nitroso-8-hydroxyquinoline

Base Information

• Chemical Name: 5-Nitroso-8-hydroxyquinoline
• CAS No.: 3565-26-2
• Molecular Formula: C9H6 N2 O2
• Molecular Weight: 174.159
• Hs Code.: 2933499090
• European Community (EC) Number: 222-650-6
• NSC Number: 3852
• UNII: P302KW5VDN
• DSSTox Substance ID: DTXSID5063079
• Nikkaji Number: J731.337C,J21.672K
• Wikidata: Q72496250
• ChEMBL ID: CHEMBL1479316
• Mol file: 3565-26-2.mol

Synonyms:5-nitroso-8-quinolinol;NSC 3852;NSC-3852;NSC3852

Chemical Property of 5-Nitroso-8-hydroxyquinoline

Chemical Property:

• Appearance/Colour: slightly yellow to yellow-green powder
• Vapor Pressure: 4.4E-07mmHg at 25°C
• Melting Point: 245 °C
• Refractive Index: 1.5651 (estimate)
• Boiling Point: 403.3°Cat760mmHg
• Flash Point: 197.7°C
• PSA: 62.55000
• Density: 1.4g/cm³
• LogP: 2.33830
• Storage Temp.: Store at RT
• Solubility.: insoluble in EtOH; insoluble in H2O; ≥7.35 mg/mL in DMSO
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

98%,99%, ^*data from raw suppliers

NSC 3852 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 5-40-20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2N=C1)O)N=O

Technology Process of 5-Nitroso-8-hydroxyquinoline

There total 2 articles about 5-Nitroso-8-hydroxyquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

8-quinolinol (148-24-3,24804-14-6) → 5-nitroso-8-hydroxyquinoline (3565-26-2)

Guidance literature:

With sulfuric acid; sodium nitrite; at 18 - 20 ℃; for 3h;

DOI:10.1007/s10593-005-0273-6

Reference yield:

→ 5-nitroso-8-hydroxyquinoline (3565-26-2)

Guidance literature:

8-Hydroxy-chinolin-sulfat, NaNO2, wss. H2SO4;

Reference yield: 79.87%

5-nitroso-8-hydroxyquinoline (3565-26-2) → 5-amino-8-hydroxyquinoline (13207-66-4)

Guidance literature:

With hydrogenchloride; tin; In water; for 6h; Reflux;

DOI:10.1016/j.bmcl.2010.04.106

upstream raw materials:

8-quinolinol

Downstream raw materials:

5-amino-8-hydroxyquinoline

nitroxoline

7-bromo-8-hydroxy-5-nitroquinoline

6-anilino-7-bromo-quinoline-5,8-dione

Refernces

• 1、 Isaev,Lomovskii,Korolev,Karimov. "Technology of preparing 8-hydroxy-5-nitroquinoline". . p. 1027 - 1030. Retrieved 2005.
• 2、 Jianbo, He,Tingting, Zhou,Yongjing, Cao,Yuanyuan, Zhang,Weiqing, Yang,Menglin, Ma. "Study on Relationship Between Fluorescence Properties and Structure of Substituted 8-Hydroxyquinoline Zinc Complexes". . p. 1121 - 1126. Retrieved 2018/08/17.
• 3、 Chhajed, Santosh S.,Manisha, Puranik,Bastikar, Virupaksha A.,Animeshchandra, Haldar,Ingle,Upasani, Chandrashekhar D.,Wazalwar, Sachin S.. "Synthesis and molecular modeling studies of 3-chloro-4-substituted-1-(8- hydroxy-quinolin-5-yl)-azetidin-2-ones as novel anti-filarial agents". experimental part. p. 3640 - 3644. Retrieved 2010/09/17.