N-(4-Methoxyphenyl)acetamide

Base Information

• Chemical Name: N-(4-Methoxyphenyl)acetamide
• CAS No.: 51-66-1
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29242990
• European Community (EC) Number: 200-114-2
• NSC Number: 4687
• UNII: 13E468TFHP
• DSSTox Substance ID: DTXSID6026325
• Nikkaji Number: J4.122J
• Wikidata: Q27251512
• Metabolomics Workbench ID: 130607
• ChEMBL ID: CHEMBL3183230
• Mol file: 51-66-1.mol

Synonyms:methacetin;methacetin, 14C-labeled;N-(4-methoxyphenyl)acetamide

Chemical Property of N-(4-Methoxyphenyl)acetamide

Chemical Property:

• Appearance/Colour: Light beige crystalline powder
• Melting Point: 128-130 °C(lit.)
• Refractive Index: 1.5839 (estimate)
• Boiling Point: 345.5 °C at 760 mmHg
• PKA: 14.53±0.70(Predicted)
• Flash Point: 162.8 °C
• PSA: 38.33000
• Density: 1.127 g/cm³
• LogP: 1.72660
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 0.42 g/100 mL (20 ºC)
• XLogP3: 1.1
• 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

Methacetin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/38
• Safety Statements: 36-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)OC
• Recent EU Clinical Trials: Clinical Study of the BreathID? System to train the algorithm for the 13C-Octanoate Breath Test with or without the 13C-Methacetin Breath Test (OBT and MBT respectively) for correlation with histological findings of Non-Alcoholic Fatty Liver Disease (NAFLD).
• Uses: Methacetin is evaluated in a breath test to predict early liver disfunction due to valproic acid and other cause. Methacetin breath test (MBT) is a rapid, non-invasive assessment of liver function in acute severe liver disease and a potential key tool in future dignosis.

Technology Process of N-(4-Methoxyphenyl)acetamide

There total 185 articles about N-(4-Methoxyphenyl)acetamide 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%

(E)-1-(4-methoxyphenyl)ethanone oxime (2475-92-5) → 4-methoxyacetanilide (51-66-1)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; zinc(II) chloride; In acetonitrile; for 1h; Heating;

DOI:10.1021/ja053441x

Reference yield: 99.0%

acetamide (60-35-5) + 4-chloromethoxybenzene (623-12-1) → 4-methoxyacetanilide (51-66-1)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tert-butyl alcohol; at 110 ℃; for 24h;

DOI:10.1021/ja0717414

Reference yield: 99.0%

4-methoxy-aniline (104-94-9) + potassium thioacetate (10387-40-3) → 4-methoxyacetanilide (51-66-1)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In ethyl acetate; at 20 ℃; for 24h; Electrochemical reaction;

DOI:10.1002/cssc.201900814

upstream raw materials:

4-methoxyacetophenone oxime

para-methoxynitrobenzene

acetic anhydride

4-methoxyformanilide

Downstream raw materials:

N'-(4-Methoxy-phenyl)-N,N-dimethyl-acetamidine

Trimethylsilylderivat von p-Methoxyacetanilid

4-{[1-(5-Acetylamino-2-hydroxy-phenyl)-1-phenyl-meth-(Z)-ylidene]-amino}-butyramide

methyl α-(p-anisidinyimino acetate)

Refernces

• 1、 Potkin,Petkevich,Kaberdin,Kurman. "1,1-Bis(3,5-dimethyl-1-pyrazolyl)- and 1-amino-1-(3,5-dimethyl-1-pyrazolyl) -4,4-dichloro-1-buten-3-ones". . p. 1508 - 1511. Retrieved 2004.
• 2、 Bavadi, Masoume,Niknam, Khodabakhsh,Gharibi, Marzieh. "Synthesis of new dihydropyrrol-2-one derivatives bearing sulfonamide groups and studies their antibacterial activity". . p. 1025 - 1034. Retrieved 2017.
• 3、 Benington et al.. "-". . p. 333. Retrieved 1957.
• 4、 Dev, Dharm,Kalita, Tapasi,Mondal, Tanmay,Mandal, Bhubaneswar. "Ethyl 2-Cyano-2-(2-nitrobenzenesulfonyloxyimino) Acetate (ortho-NosylOXY)-Mediated Double Beckmann Rearrangement of Ketoximes under Microwave Irradiation: A Mechanistic Perception". . p. 1427 - 1435. Retrieved 2021/01/04.
• 5、 Bokosi, Fostino R. B.,Beteck, Richard M.,Jordaan, Audrey,Seldon, Ronnet,Warner, Digby F.,Tshiwawa, Tendamudzimu,Lobb, Kevin,Khanye, Setshaba D.. "Arylquinolinecarboxamides: Synthesis, in vitro and in silico studies against Mycobacterium tuberculosis". supporting information. p. 2140 - 2151. Retrieved 2021/07/21.