4-(3-Nitropyridin-2-yl)morpholine

Base Information

• Chemical Name: 4-(3-Nitropyridin-2-yl)morpholine
• CAS No.: 24255-27-4
• Molecular Formula: C₉H₁₁N₃O₃
• Molecular Weight: 209.205
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70383670
• Nikkaji Number: J861.341I
• Wikidata: Q72496200
• ChEMBL ID: CHEMBL1405016
• Mol file: 24255-27-4.mol

Synonyms:4-(3-nitropyridin-2-yl)morpholine;24255-27-4;4-(3-nitro-2-pyridinyl)morpholine;4-(3-Nitro-pyridin-2-yl)-morpholine;4-{3-nitro-2-pyridinyl}morpholine;MLS000577516;CBMicro_018334;Cambridge id 5341296;SCHEMBL9639441;CHEMBL1405016;DTXSID70383670;HMS2445J05;CCG-6679;ZAA25527;MFCD00452814;STK353347;4-(3-nitropyridine-2-yl) morpholine;AKOS000715196;AKOS015922471;AM86796;BP-10471;SMR000185506;BIM-0018365.P001;CS-0097014;FT-0680664;EN300-714121;AB00081470-01;8R-0394;AG-690/33036016;SR-01000205697;J-513402;SR-01000205697-1

Chemical Property of 4-(3-Nitropyridin-2-yl)morpholine

Chemical Property:

• Vapor Pressure: 7.56E-06mmHg at 25°C
• Melting Point: 91-94oC
• Boiling Point: 375.8°Cat760mmHg
• PKA: 1.54±0.10(Predicted)
• Flash Point: 181.1°C
• PSA: 71.18000
• Density: 1.325g/cm³
• LogP: 1.41460
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 209.08004122
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

98%min ^*data from raw suppliers

4-(3-Nitro-2-pyridinyl)morpholine ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=C(C=CC=N2)[N+](=O)[O-]

Technology Process of 4-(3-Nitropyridin-2-yl)morpholine

There total 3 articles about 4-(3-Nitropyridin-2-yl)morpholine 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: 95.0%

morpholine (110-91-8,99108-56-2) + 2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → 4-(3-nitropyridin-2-yl)morpholine (24255-27-4)

Guidance literature:

In methanol; at 25 ℃; for 0.5h; Rate constant; Kinetics; Mechanism; various solvents;

DOI:10.1002/(SICI)1097-4601(1997)29:8<599::AID-KIN5>3.0.CO;2-P

Reference yield:

[6-(morpholin-4-yl)pyridin-3-yl]boronic acid (904326-93-8) → 4-(pyridin-2-yl)morpholine (24255-25-2) + 4-(5-nitro-pyridin-2-yl)-morpholine (26820-62-2) + 4-(3,5-dinitropyridin-2-yl)morpholine (134787-63-6) + 4-(3-nitropyridin-2-yl)morpholine (24255-27-4)

Guidance literature:

[6-(morpholin-4-yl)pyridin-3-yl]boronic acid; With potassium hydrogen bifluoride; In methanol; water; at 0 - 20 ℃; for 0.0333333h; Inert atmosphere;

With nitrosonium tetrafluoroborate; In acetonitrile; at 20 ℃; for 0.00833333h;

DOI:10.1021/jo300551m

Reference yield:

→ 4-(3-nitropyridin-2-yl)morpholine (24255-27-4)

Guidance literature:

DOI:10.1039/jr9630001666

upstream raw materials:

morpholine

2-Chloro-3-nitropyridine

[6-(morpholin-4-yl)pyridin-3-yl]boronic acid

Downstream raw materials:

2-morpholin-4-yl-pyridin-3-ylamine

Refernces

• 1、 Ranjbar-Karimi, Reza,Khajeh-Khezri, Aliyeh,Anary-Abbasinejad, Mohammad. "Three-component reaction between amines, carbon disulfide and electron-deficient derivatives of chloropyridine or chlorobenzene: Synthesis of 3,6-diazaspiro[4.5]deca-2,7,9-trien-6-ium chloride and dithioylcarbamates derivatives". . p. 289 - 295. Retrieved 2014.
• 2、 -. "HDAC inhibitor and preparation method and application thereof". Paragraph 0272-0275. . Retrieved 2020/11/12.
• 3、 -. "Process for preparing 4-(5-bromine-3-fluoropyridine-2-yl) morpholine". Paragraph 0016; 0026; 0035; 0038; 0046; 0056; 0066; 0076. . Retrieved 2018/05/03.