N-Methoxy-4-methylbenzamide

Base Information

• Chemical Name: N-Methoxy-4-methylbenzamide
• CAS No.: 25563-06-8
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• DSSTox Substance ID: DTXSID101310039
• Nikkaji Number: J1.531.890B
• Mol file: 25563-06-8.mol

Synonyms:N-Methoxy-4-methylbenzamide;25563-06-8;Benzamide, N-methoxy-4-methyl-;starbld0032775;N-Methoxy-4-methylbenzamide #;SCHEMBL3645797;Benzamide, 4-methyl-N-methoxy-;DTXSID101310039;MFCD21100905;AKOS009129081;TS-02207

Chemical Property of N-Methoxy-4-methylbenzamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)NOC

Technology Process of N-Methoxy-4-methylbenzamide

There total 9 articles about N-Methoxy-4-methylbenzamide 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: 100.0%

N-methoxylamine hydrochloride (593-56-6) + 4-methyl-benzoyl chloride (874-60-2) → N-methoxy-4-methylbenzamide (25563-06-8)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201703723

Reference yield: 90.0%

N-methoxy-N-(4-methylbenzoyl)-4-nitrobenzamide + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-nitrobenzophenone (1144-74-7) + N-methoxy-4-methylbenzamide (25563-06-8)

Guidance literature:

With aluminium trichloride; for 0.666667h; Ambient temperature;

Reference yield: 73.0%

N-methylhydroxyamine hydrochloride (4229-44-1) + 4-methyl-benzoyl chloride (874-60-2) → N-methoxy-4-methylbenzamide (25563-06-8)

Guidance literature:

With sodium carbonate; In water; for 0.333333h; Ambient temperature; pH 7;

DOI:10.1021/jo950938o

upstream raw materials:

(Z)-O-methyl-p-methylbenzohydroximoyl chloride

N-methoxylamine hydrochloride

4-methyl-benzoyl chloride

N,N-dimethoxy-4-methylbenzamide

Downstream raw materials:

p-Toluic acid

5-methyl-2-( pyridin-2-yl)phenyl 4-methylbenzoate

2-methoxy-6-methyl-3,4-diphenylisoquinolin-1(2H)-one

Refernces

• 1、 Anastasiou, Ioannis,Ferlin, Francesco,Santoro, Stefano,Vaccaro, Luigi,Viteritti, Orlando. "Pd/C-catalyzed aerobic oxidative C–H alkenylation of arenes in γ-valerolactone (GVL)". . . Retrieved 2021/08/09.
• 2、 Yan, Kelu,Jin, Junbin,Kong, Yong,Li, Bin,Wang, Baiquan. "Palladium-Catalyzed Inert C?H Bond Activation and Cyclocarbonylation of Isoquinolones with Carbon Dioxide Leading to Isoindolo[2,1-b]isoquinoline-5,7-Diones". supporting information. p. 3080 - 3085. Retrieved 2019/05/21.