4-Chloro-N-methoxy-N-methylbenzamide

Base Information

• Chemical Name: 4-Chloro-N-methoxy-N-methylbenzamide
• CAS No.: 122334-37-6
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• Hs Code.: 2924299090
• European Community (EC) Number: 833-594-2
• DSSTox Substance ID: DTXSID40460861
• Nikkaji Number: J854.439E
• Wikidata: Q82285019
• Mol file: 122334-37-6.mol

Synonyms:4-CHLORO-N-METHOXY-N-METHYLBENZAMIDE;122334-37-6;4-Chloro-N-methoxy-N-methylacetamide;4-chloro-N-methyl-N-methoxybenzamide;N-methoxy-N-methyl-4-chlorobenzamide;Benzamide, 4-chloro-N-methoxy-N-methyl-;MFCD02684308;4-chloro-N-methoxy-N-methyl-benzamide;SCHEMBL623946;DTXSID40460861;LHUOAIXJPPMULP-UHFFFAOYSA-N;AM708;XEA33437;AB8891;N-methyl-N-methoxy-4-chlorobenzamide;AKOS008953070;DS-3384;AC-16375;SY227014;C3486;CS-0123018;FT-0745501;EN300-1228428;A926198;F1903-0131

Chemical Property of 4-Chloro-N-methoxy-N-methylbenzamide

Chemical Property:

• Vapor Pressure: 0.00013mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 334.2 °C at 760 mmHg
• Flash Point: 155.9 °C
• PSA: 29.54000
• Density: 1.224 g/cm³
• LogP: 1.97340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98% ^*data from raw suppliers

N-Methoxy-N-methyl-4-chlorobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)C1=CC=C(C=C1)Cl)OC
• Uses: N-Methoxy-N-methyl-4-chlorobenzamide is a derivative of Ketamine (K165300), which is an anesthetic (intravenous).

Technology Process of 4-Chloro-N-methoxy-N-methylbenzamide

There total 30 articles about 4-Chloro-N-methoxy-N-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,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 4-chloro-benzoyl chloride (122-01-0) → 4-chloro-N-methoxy-N-methylbenzamide (122334-37-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm2015809

Reference yield: 99.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + para-chlorobenzoic acid (74-11-3) → 4-chloro-N-methoxy-N-methylbenzamide (122334-37-6)

Guidance literature:

With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 20 ℃; for 0.5h;

DOI:10.1248/cpb.52.470

Reference yield: 99.0%

N,0-dimethylhydroxylamine (1117-97-1) + para-chlorobenzoic acid (74-11-3) → 4-chloro-N-methoxy-N-methylbenzamide (122334-37-6)

Guidance literature:

N,0-dimethylhydroxylamine; para-chlorobenzoic acid; In toluene; at 0 ℃; for 0.166667h;

With phosphorus trichloride; In toluene; at 20 - 60 ℃; for 0.5h;

DOI:10.1055/s-0033-1340317

upstream raw materials:

N-methyl-N-(4-chlorobenzoyl)hydroxylamine

methyl 4-nitrobenzenesulfonate

Methyl 4-brosylate

methyl p-methoxybenzenesulfonate

Downstream raw materials:

ethyl (4-chlorobenzoyl)acetate

4'-chloro-3-(1,3-dioxolan-2-yl)propiophenone

1-(4-chlorophenyl)pentan-1-one

para-chloroacetophenone

Refernces

• 1、 Tan, Xuefeng,Massignan, Leonardo,Hou, Xiaoyan,Frey, Johanna,Oliveira, Jo?o C. A.,Hussain, Masoom Nasiha,Ackermann, Lutz. "Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination". supporting information. p. 13264 - 13270. Retrieved 2021/05/06.
• 2、 Pilathottathil, Fathima,Vineet Kumar, Doppalapudi,Kaliyamoorthy, Alagiri. "Synthesis of various acylating agents directly from carboxylic acids". supporting information. p. 1622 - 1632. Retrieved 2020/04/27.