3'-Methoxyacetanilide

Base Information

• Chemical Name: 3'-Methoxyacetanilide
• CAS No.: 588-16-9
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• Hs Code.: 2924299090
• European Community (EC) Number: 209-611-9
• NSC Number: 4005
• DSSTox Substance ID: DTXSID1060421
• Nikkaji Number: J6.746F
• Wikidata: Q72517461
• Mol file: 588-16-9.mol

Synonyms:N-(3-Methoxyphenyl)acetamide;3'-Methoxyacetanilide;588-16-9;3-Methoxyacetanilide;N-Acetyl-m-anisidine;m-Acetanisidine;Aceto-m-anisidide;3-Acetamidoanisole;m-Methoxyacetanilide;Acetamide, N-(3-methoxyphenyl)-;Acetanilide, 3'-methoxy-;m-ACETANISIDIDE;N-(3-Methoxy-phenyl)-acetamide;NSC 4005;EINECS 209-611-9;BRN 0638154;MFCD00123297;1092102-23-2;3-acetamidoanisol;NSC4005;3/'-Methoxyacetanilide;META-ACETANISIDIDE;3//'-Methoxyacetanilide;Maybridge1_005349;WLN: 1VMR CO1;SCHEMBL171425;ghl.PD_Mitscher_leg0.1326;N-(3-methoxy phenyl)acetamide;DTXSID1060421;HMS556L03;N-(3-Methoxyphenyl)acetamide #;CS-M0190;NSC-4005;STK395661;N-(3-Methoxyphenyl)acetic acid amide;AKOS000678445;AM804096;BP-11892;CS-13421;SY038667;FT-0615979;FT-0682684;EN300-06485;3 inverted exclamation mark -Methoxyacetanilide;A832032;AH-034/32464024;N-(3-methoxyphenyl)acetamide;W-109565;Z27795266

Chemical Property of 3'-Methoxyacetanilide

Chemical Property:

• Melting Point: 81 ºC
• Refractive Index: 1.5270 (estimate)
• Boiling Point: 338.7 ºC
• PKA: 14.66±0.70(Predicted)
• Flash Point: 158.6 ºC
• PSA: 38.33000
• Density: 1.127 g/cm³
• LogP: 1.72660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

N-(3-Methoxyphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=CC=C1)OC

Technology Process of 3'-Methoxyacetanilide

There total 39 articles about 3'-Methoxyacetanilide 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%

m-Anisidine (536-90-3,918666-97-4) + acetyl chloride (75-36-5) → m-methoxyacetanilide (588-16-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; for 3h;

DOI:10.1128/AAC.00140-14

Reference yield: 98.0%

Isopropenyl acetate (108-22-5) + m-Anisidine (536-90-3,918666-97-4) → m-methoxyacetanilide (588-16-9)

Guidance literature:

With iodine; at 85 - 90 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2006.05.122

Reference yield: 97.2%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + bis-1,3-(m-methoxyphenyl)guanidine → m-methoxyacetanilide (588-16-9)

Guidance literature:

With platinum(II) acetylacetonate; 1-carboxyethyl-3-methylimidazolium hydrogen bisulfate; zinc diacetate; copper(II) bis(trifluoromethanesulfonate); at 70 ℃; for 5h; Reagent/catalyst;

upstream raw materials:

acetic anhydride

m-Anisidine

acetic acid

dimethyl sulfate

Downstream raw materials:

2'-hydroxy-4'-acetamido-3-benzoyl-propionic acid

2'-acetamido-4'-hydroxy-3-benzoyl-propionic acid

3-methoxy-N-phenylaniline

2-acetylamino-4-methoxybenzoic acid ethyl ester

Refernces

• 1、 Belferdi, Fatiha,Merabet, Naima,Belkhiri, Lotfi,Douara, Bachir. "Regioselective demethylation of quinoline derivatives. A DFT rationalization". . p. 10 - 17. Retrieved 2016.
• 2、 Alsaab, Hashem O.,Aqsa, Sehar,Asif, Tahira Tasneem,Ibrar, Aliya,Kausar, Naghmana,Khan, Imtiaz,Munir, Rubina,Shahid, Noorma,Younas, Muhammad Tayyab,Zaib, Sumera. "Hybrid quinoline-thiosemicarbazone therapeutics as a new treatment opportunity for Alzheimer’s disease-synthesis, in vitro cholinesterase inhibitory potential and computational modeling analysis". . . Retrieved 2021/12/10.
• 3、 Ma, Ruonan,Chen, Xueyuan,Xiao, Zhiyin,Natarajan, Mookan,Lu, Chunxin,Jiang, Xiujuan,Zhong, Wei,Liu, Xiaoming. "Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition". supporting information. . Retrieved 2021/01/06.