4-hydroxy-N-methylbenzamide

Base Information

• Chemical Name: 4-hydroxy-N-methylbenzamide
• CAS No.: 27642-27-9
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• Hs Code.: 2924299090
• European Community (EC) Number: 843-052-7
• DSSTox Substance ID: DTXSID1067332
• Nikkaji Number: J422.199K
• Wikidata: Q81993908
• ChEMBL ID: CHEMBL235254
• Mol file: 27642-27-9.mol

Synonyms:4-hydroxy-N-methylbenzamide;27642-27-9;Benzamide, 4-hydroxy-N-methyl-;N-Methyl-4-hydroxybenzamide;SCHEMBL159659;CHEMBL235254;DTXSID1067332;CBA64227;AB7324;Benzamide,4-hydroxy-N-methyl-(9ci);MFCD03407464;AKOS000207391;MB02709;AS-44834;CS-0138031;FT-0702928;EN300-36683;J-016836;Z183855140

Chemical Property of 4-hydroxy-N-methylbenzamide

Chemical Property:

• Vapor Pressure: 1.11E-05mmHg at 25°C
• Boiling Point: 359.9°Cat760mmHg
• Flash Point: 171.4°C
• PSA: 49.33000
• Density: 1.179g/cm³
• LogP: 1.14270
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxy-N-methylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C1=CC=C(C=C1)O
• Uses: 4-Hydroxy-N-methylbenzamide is a useful building block.

Technology Process of 4-hydroxy-N-methylbenzamide

There total 9 articles about 4-hydroxy-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: 95.0%

4-hydroxyacetophenone oxime (34523-34-7) → N-Methyl 4-hydroxy benzamide (27642-27-9)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1134/S1070428011110170

Reference yield: 85.0%

4-Hydroxyacetophenone (99-93-4) → N-Methyl 4-hydroxy benzamide (27642-27-9) + 4-acetaminophenol (103-90-2,8055-08-1) + 4-hydroxyacetophenone oxime (34523-34-7)

Guidance literature:

With hydroxylamine sulfate; at 80 ℃; for 2.5h;

DOI:10.1021/jo00098a050

Reference yield: 55.0%

N,N'-Dimethylurea (96-31-1) + 4-hydroxy-benzoic acid (99-96-7) → N-Methyl 4-hydroxy benzamide (27642-27-9)

Guidance literature:

With zirconyl chloride octahydrate; for 0.166667h; Irradiation;

DOI:10.1055/s-0030-1260796

upstream raw materials:

4-Hydroxyacetophenone

methyl 4-hydroxylbenzoate

methylamine

4-hydroxybenzoyl chloride

Downstream raw materials:

Thiophosphoric acid O-ethyl ester O'-(4-methylcarbamoyl-phenyl) ester S-propyl ester

C₂₃H₂₇N₃O₄

C₂₀H₁₈F₃N₅O₃

4-hydroxyacetophenone oxime

Refernces

• 1、 Manente,Pietrobon,Ronchin,Vavasori. "Trifluoroacetic Acid Hydroxylamine System as Organocatalyst Reagent in a One-Pot Salt Free Process for the Synthesis of Caprolactam and Amides of Industrial Interest". . p. 3543 - 3549. Retrieved 2021/03/30.
• 2、 Talukdar, Dhrubajyoti,Saikia, Lakhinath,Thakur, Ashim Jyoti. "Zirconyl chloride: An efficient, water-tolerant, and reusable catalyst for the synthesis of N-methylamides". experimental part. p. 1597 - 1601. Retrieved 2011/08/06.