4-(3-Methoxypropoxy)-2,3-dimethylpyridine 1-oxide

Base Information

• Chemical Name: 4-(3-Methoxypropoxy)-2,3-dimethylpyridine 1-oxide
• CAS No.: 117977-18-1
• Molecular Formula: C11H17NO3
• Molecular Weight: 211.261
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID80434162
• Nikkaji Number: J1.632.923A
• Wikidata: Q72518138
• Mol file: 117977-18-1.mol

Synonyms:117977-18-1;4-(3-METHOXYPROPOXY)-2,3-DIMETHYLPYRIDINE 1-OXIDE;4-(3-methoxypropoxy)-2,3-dimethylpyridine-N-oxide;4-(3-methoxypropoxy)-2,3-dimethyl-1-oxidopyridin-1-ium;Pyridine,4-(3-methoxypropoxy)-2,3-dimethyl-, 1-oxide;SCHEMBL3891060;DTXSID80434162;NZQKWDSCDLYKDF-UHFFFAOYSA-N;MFCD06658538;AKOS015852517;AS-49814;FT-0756537;N10928;4-(3-Methoxypropoxy)-2,3-dimethylpyridine1-oxide;4-(3-methoxypropoxy)-2,3-dimethylpyridine N-oxide;Q-101516;4-(3-methoxy-propoxy)-2,3-dimethyl-pyridine N-oxide;4-(3-methoxypropoxy)-2,3-dimethyl-pyridine N-oxide;4-(3-Methoxypropoxy)-2,3-dimethylpyridineridine N-oxide;4-(3-methoxypropoxy)-2,3-dimethylpyridin-1-ium-1-olate;4-(3-Methoxypropoxy)-2,3-dimethyl-1-oxo-1lambda~5~-pyridine

Chemical Property of 4-(3-Methoxypropoxy)-2,3-dimethylpyridine 1-oxide

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.49
• Boiling Point: 387.448 °C at 760 mmHg
• PKA: 2.85±0.10(Predicted)
• Flash Point: 188.122 °C
• PSA: 43.92000
• Density: 1.058 g/cm³
• LogP: 2.14720
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Very Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 211.12084340
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

4-(3-Methoxypropoxy)-2,3-dimethylpyridin-1-ium-1-olate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C[N+](=C1C)[O-])OCCCOC
• Uses: 4-(3-Methoxypropoxy)-2,3-dimethylpyridin-1-ium-1-olate?is used in preparation of Picolylsulfides and related drugs by using Esterification and Thioetherification as the key steps.

Technology Process of 4-(3-Methoxypropoxy)-2,3-dimethylpyridine 1-oxide

There total 3 articles about 4-(3-Methoxypropoxy)-2,3-dimethylpyridine 1-oxide 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%

4-chloro-2,3-dimethylpyridine-N-oxide (59886-90-7) + methoxypropanol (1589-49-7) → 2,3-dimethyl-4-(3-methoxypropoxy)pyridine nitroxide (117977-18-1)

Guidance literature:

methoxypropanol; With sodium hydroxide; In dimethyl sulfoxide; at 20 - 60 ℃;

4-chloro-2,3-dimethylpyridine-N-oxide; In dimethyl sulfoxide; at 75 ℃; for 5h;

Reference yield:

methoxypropanol (1589-49-7) + 2,3-dimethyl-4-chloropyridineoxide hydrochloride → 2,3-dimethyl-4-(3-methoxypropoxy)pyridine nitroxide (117977-18-1)

Guidance literature:

methoxypropanol; With sodium hydroxide; at 60 - 70 ℃; for 0.5h;

2,3-dimethyl-4-chloropyridineoxide hydrochloride; With tetrabutylammomium bromide; at 90 - 95 ℃; for 6h; Reagent/catalyst; Solvent;

Reference yield:

2,3-dimethyl-4-nitropyridine N-oxide (37699-43-7) → 2,3-dimethyl-4-(3-methoxypropoxy)pyridine nitroxide (117977-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / Reflux

2: sodium hydroxide

With sodium hydroxide; trichlorophosphate;

DOI:10.14233/ajchem.2013.14818

upstream raw materials:

4-chloro-2,3-dimethylpyridine-N-oxide

methoxypropanol

2,3-dimethyl-4-nitropyridine N-oxide

Downstream raw materials:

[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanol hydrochloride

2-chloromethyl-4-(3-methoxy propyloxy)-3-methyl pyridine

2-hydroxymethyl-4-(3-methoxy propoxy)-3-methyl pyridine

rabeprazole sulfide

Refernces

• 1、 -. "Preparation method of 2-hydroxymethyl-4-(methoxypropoxy)-3-methylpyridine hydrochloride". Paragraph 0027; 0048. . Retrieved 2017/05/10.
• 2、 -. "PROCESS FOR PREPARATION OF PYRIDINYLMETHYLSULPHINYL BENZIMIDAZOLE COMPOUNDS AND PYRIDINE INTERMEDIATES". Page/Page column 12. . Retrieved 2009/10/22.