3-Methoxybenzoylacetonitrile

Base Information

• Chemical Name: 3-Methoxybenzoylacetonitrile
• CAS No.: 21667-60-7
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• Mol file: 21667-60-7.mol

Synonyms:Acetonitrile,m-anisoyl- (7CI,8CI);3-(3-Methoxyphenyl)-3-oxopropanenitrile;3-(3-Methoxyphenyl)-3-oxopropionitrile;3-Methoxybenzoylacetonitrile;m-Anisoylacetonitrile;

Chemical Property of 3-Methoxybenzoylacetonitrile

Chemical Property:

• Vapor Pressure: 0.000152mmHg at 25°C
• Melting Point: 89-91 °C
• Refractive Index: 1.525
• Boiling Point: 331.781 °C at 760 mmHg
• Flash Point: 144.555 °C
• PSA: 50.09000
• Density: 1.131 g/cm³
• LogP: 1.79158
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-(3-Methoxyphenyl)-3-oxopropanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Methoxybenzoylacetonitrile

There total 15 articles about 3-Methoxybenzoylacetonitrile 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: 99.0%

ethyl 3-methoxybenzoate (10259-22-0) + acetonitrile (75-05-8,26809-02-9) → 3-methoxybenzoylacetonitrile (21667-60-7)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

ethyl 3-methoxybenzoate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00809

Reference yield: 83.0%

methyl 3-methoxybenzoate (5368-81-0) + acetonitrile (75-05-8,26809-02-9) → 3-methoxybenzoylacetonitrile (21667-60-7)

Guidance literature:

acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.833333h;

methyl 3-methoxybenzoate; In tetrahydrofuran; for 2.5h;

Reference yield: 81.0%

sodium cyanide (143-33-9,25596-52-5) + 2-bromo-3'-methoxyacetophenone (5000-65-7) → 3-methoxybenzoylacetonitrile (21667-60-7)

Guidance literature:

DOI:10.1021/ol061542+

upstream raw materials:

methyl 3-methoxybenzoate

acetonitrile

sodium cyanide

2-bromo-3'-methoxyacetophenone

Downstream raw materials:

2-(3-methoxybenzoyl)-4-oxo-4-pyridin-3-yl-butyronitrile

(R)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one

Refernces

• 1、 Sharma, Pawan K.,Kumar, Rajiv,Ram, Sita,Chandak, Navneet. "Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions". . p. 1847 - 1856. Retrieved 2021/04/26.
• 2、 Whitehouse, Andrew J.,Thomas, Sherine E.,Brown, Karen P.,Fanourakis, Alexander,Chan, Daniel S.-H.,Libardo, M. Daben J.,Mendes, Vitor,Boshoff, Helena I. M.,Floto, R. Andres,Abell, Chris,Blundell, Tom L.,Coyne, Anthony G.. "Development of inhibitors against mycobacterium abscessus tRNA (m1G37) Methyltransferase (TrmD) Using Fragment-Based Approaches". supporting information. p. 7210 - 7232. Retrieved 2019/08/20.