ACETOHYDROXAMIC ACID, N-(p-TOLYL)-, ACETATE

Base Information

• Chemical Name: ACETOHYDROXAMIC ACID, N-(p-TOLYL)-, ACETATE
• CAS No.: 27451-20-3
• Molecular Formula: C11H13 N O3
• Molecular Weight: 207.229
• DSSTox Substance ID: DTXSID60950133
• Nikkaji Number: J3.167D
• Wikidata: Q82928121
• Mol file: 27451-20-3.mol

Synonyms:BRN 2728347;N-Acetoxy-acet-para-toluidid [German];ACETOHYDROXAMIC ACID, N-(p-TOLYL)-, ACETATE;N-Acetoxy-acet-para-toluidid;27451-20-3;N-acetoxy-acetyl-p-toluidine;SCHEMBL2529608;DTXSID60950133;N-Acetyloxy-N-(p-tolyl)acetamide;N-(Acetyloxy)-N-(4-methylphenyl)acetamide

Chemical Property of ACETOHYDROXAMIC ACID, N-(p-TOLYL)-, ACETATE

Chemical Property:

• Vapor Pressure: 0.00082mmHg at 25°C
• Boiling Point: 305.5°Cat760mmHg
• Flash Point: 138.5°C
• PSA: 46.61000
• Density: 1.168g/cm³
• LogP: 1.82600
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N(C(=O)C)OC(=O)C

Technology Process of ACETOHYDROXAMIC ACID, N-(p-TOLYL)-, ACETATE

There total 8 articles about ACETOHYDROXAMIC ACID, N-(p-TOLYL)-, ACETATE 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%

S-2-(acetoxy(p-tolyl)amino)-2-oxoethyl O-ethyl carbonodithioate (1403889-59-7) → N,O-diacetyl-4-methylphenylhydroxylamine (27451-20-3)

Guidance literature:

With dilauryl peroxide; In ethyl acetate; for 5h; Reflux; Inert atmosphere;

DOI:10.1021/ol3026044

Reference yield: 85.0%

1-methyl-4-nitrobenzene (99-99-0) + acetic anhydride (108-24-7) → N,O-diacetyl-4-methylphenylhydroxylamine (27451-20-3) + 4-Methylacetanilide (103-89-9)

Guidance literature:

With zinc; In dichloromethane; for 0.833333h; Ambient temperature;

DOI:10.1039/a705670b

Reference yield: 75.0%

1-methyl-4-nitrobenzene (99-99-0) + acetic anhydride (108-24-7) → N,O-diacetyl-4-methylphenylhydroxylamine (27451-20-3)

Guidance literature:

1-methyl-4-nitrobenzene; With zinc; In dichloromethane; at 0 ℃; for 0.0833333h; Sealed tube; Inert atmosphere;

acetic anhydride; In dichloromethane; at 0 ℃;

DOI:10.1021/acs.joc.1c01604

upstream raw materials:

1-methyl-4-nitrobenzene

acetic anhydride

N-(4-methylphenyl)-2-chloro-N-hydroxyacetamide

N-(4-methylphenyl)hydroxylamine

Downstream raw materials:

1-(5-methyl-2,3-diphenyl-1H-indol-1-yl)ethan-1-one

N-hydroxy-N-(p-tolyl)acetamide

Refernces

• 1、 Quiclet-Sire, Beatrice,Tran, Ngoc Diem My,Zard, Samir Z.. "An unusual synthesis of N-unsubstituted benzazepinones". . p. 5514 - 5517,4. Retrieved 2020/10/15.
• 2、 Baruah. "A novel one pot reductive acetylation of nitroarenes". . p. 300 - 303. Retrieved 2007/10/03.