6-(Dimethoxymethyl)-2-(methylthio)nicotinonitrile

Base Information

• Chemical Name: 6-(Dimethoxymethyl)-2-(methylthio)nicotinonitrile
• CAS No.: 175277-24-4
• Molecular Formula: C10H12 N2 O2 S
• Molecular Weight: 224.283
• DSSTox Substance ID: DTXSID701198786
• Mol file: 175277-24-4.mol

Synonyms:175277-24-4;6-(dimethoxymethyl)-2-(methylthio)nicotinonitrile;6-Dimethoxymethyl-2-methylsulfanyl-nicotinonitrile;6-(dimethoxymethyl)-2-methylsulfanylpyridine-3-carbonitrile;Maybridge3_007335;DTXSID701198786;HMS1451N09;3-Cyano-2-(methylthio)pyridine-6-carboxaldehyde dimethylacetal;MFCD00173731;AS-6278;CCG-254616;IDI1_018722;6-(Dimethoxymethyl)-2-(methylthio)-3-pyridinecarbonitrile;6-(dimethoxymethyl)-2-(methylsulfanyl)pyridine-3-carbonitrile

Chemical Property of 6-(Dimethoxymethyl)-2-(methylthio)nicotinonitrile

Chemical Property:

• PSA: 80.44000
• LogP: 1.96658
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 224.06194880
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

95% ^*data from raw suppliers

6-Dimethoxymethyl-2-methylsulfanyl-nicotinonitrile 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(C1=NC(=C(C=C1)C#N)SC)OC

Technology Process of 6-(Dimethoxymethyl)-2-(methylthio)nicotinonitrile

There total 2 articles about 6-(Dimethoxymethyl)-2-(methylthio)nicotinonitrile 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:

Cyanothioacetamide (7357-70-2) + 4-(dimethylamino)-1,1-dimethoxy-but-3-en-2-one (67751-23-9,187242-85-9) + methyl iodide (74-88-4) → C10H12N2O2S (175277-24-4)

Guidance literature:

Cyanothioacetamide; 4-(dimethylamino)-1,1-dimethoxy-but-3-en-2-one; With sodium methylate;

methyl iodide;

DOI:10.1016/j.bmcl.2012.03.067

Reference yield:

Pyruvic aldehyde dimethyl acetal (6342-56-9) → C10H12N2O2S (175277-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / Reflux

2: sodium methylate

With sodium methylate; In acetonitrile;

DOI:10.1016/j.bmcl.2012.03.067

Reference yield:

C10H12N2O2S (175277-24-4) → C28H40N2O2SSi

Guidance literature:

Multi-step reaction with 13 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; acetonitrile

2: sodium tetrahydroborate

3: 1H-imidazole

4: 3-chloro-benzenecarboperoxoic acid / ethanol

5: ethylmagnesium bromide / diethyl ether

6: diisobutylaluminium hydride / toluene

8: sodium hexamethyldisilazane; triethylamine / tetrahydrofuran

9: N-Bromosuccinimide / tetrahydrofuran

10: sodium diformamide / acetonitrile

11: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / chloroform

12: 1H-imidazole / N,N-dimethyl-formamide

13: Lawessons reagent; pyridine / toluene / 100 °C

With Lawessons reagent; pyridine; 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; ethylmagnesium bromide; sodium diformamide; sodium hexamethyldisilazane; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; ethanol; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/j.bmcl.2012.03.067

upstream raw materials:

Pyruvic aldehyde dimethyl acetal

Cyanothioacetamide

4-(dimethylamino)-1,1-dimethoxy-but-3-en-2-one

methyl iodide

Downstream raw materials:

6-formyl-2-(methylthio)nicotinonitrile

C₃₀H₄₄N₂O₂SSi

C₂₇H₃₈N₂O₂SSi

C₂₅H₂₉N₃O₃S

Refernces