Methyl 4-(acetylamino)benzoate

Base Information

• Chemical Name: Methyl 4-(acetylamino)benzoate
• CAS No.: 17012-22-5
• Molecular Formula: C10H11 N O3
• Molecular Weight: 193.202
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10342009
• Nikkaji Number: J46.693J
• Wikidata: Q63398977
• ChEMBL ID: CHEMBL4567643
• Mol file: 17012-22-5.mol

Synonyms:methyl 4-acetamidobenzoate;17012-22-5;Methyl 4-(acetylamino)benzoate;Benzoic acid, 4-(acetylamino)-, methyl ester;4-ACETYLAMINO-BENZOIC ACID METHYL ESTER;methyl 4-acetylaminobenzoate;4-acetylaminobenzoic acid methyl ester;Methyl4-acetamidobenzoate;TimTec1_002203;SCHEMBL863168;CHEMBL4567643;DTXSID10342009;Methyl 4-(acetylamino)benzoate #;HMS1540E03;AMY10540;STL560132;AKOS002315053;CS-0116677;FT-0716446;EN300-263089;L10152;AF-965/00542035;BRD-K86467085-001-01-9;Q63398977

Chemical Property of Methyl 4-(acetylamino)benzoate

Chemical Property:

• Melting Point: 127℃
• Boiling Point: 382.1±25.0 °C(Predicted)
• PKA: 14.55±0.70(Predicted)
• PSA: 58.89000
• Density: 1.204
• LogP: 2.08110
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99.00% ^*data from raw suppliers

Methyl4-(Acetylamino)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 4-(acetylamino)benzoate

There total 34 articles about Methyl 4-(acetylamino)benzoate 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%

acetic anhydride (108-24-7) + 4-methoxycarbonyl aniline (619-45-4) → methyl 4-acetamidobenzoate (17012-22-5)

Guidance literature:

In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/C6CC08788D

Reference yield: 98.0%

4-(methoxycarbonyl)benzenediazonium tetrafluoroborate + acetonitrile (75-05-8,26809-02-9) → methyl 4-acetamidobenzoate (17012-22-5)

Guidance literature:

4-(methoxycarbonyl)benzenediazonium tetrafluoroborate; acetonitrile; for 0.0166667h; Microwave irradiation;

With water; In diethyl ether;

Reference yield: 97.0%

methyl 4-(1-(hydroxyimino)ethyl)benzoate (74733-31-6) → methyl 4-acetamidobenzoate (17012-22-5)

Guidance literature:

methyl 4-(1-(hydroxyimino)ethyl)benzoate; With fluorosulfonyl fluoride; triethylamine; In acetonitrile; at 20 ℃;

With hydrogenchloride; In water; acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.201900844

upstream raw materials:

acetic anhydride

4-methoxycarbonyl aniline

acetyl chloride

diazomethane

Downstream raw materials:

4-(Acetyl-trimethylsilanylmethyl-amino)-benzoic acid methyl ester

4-acetamido-3-nitro-benzoic acid methyl ester

4-[Acetyl-(3,3-diethoxy-propyl)-amino]-benzoic acid methyl ester

3-[(4-(methoxycarbonyl)phenyl)amino]benzoic acid methyl ester

Refernces

• 1、 Gudun, Kristina A.,Zakarina, Raikhan,Segizbayev, Medet,Hayrapetyan, Davit,Slamova, Ainur,Khalimon, Andrey Y.. "Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides". . p. 601 - 611. Retrieved 2021/11/30.
• 2、 Ran, Maogang,He, Jiaxin,Yan, Boyu,Liu, Wenbo,Li, Yi,Fu, Yunfen,Li, Chao-Jun,Yao, Qiuli. "Catalyst-free generation of acyl radicals induced by visible light in water to construct C-N bonds". supporting information. p. 1970 - 1975. Retrieved 2021/03/16.