N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide

Base Information

• Chemical Name: N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide
• CAS No.: 142867-52-5
• Molecular Formula: C10H10 Cl N O5 S
• Molecular Weight: 291.7081
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40350910
• Nikkaji Number: J509.522K
• Wikidata: Q82126987
• ChEMBL ID: CHEMBL331385
• Mol file: 142867-52-5.mol

Synonyms:142867-52-5;N-ACETYL-N-ACETOXY-4-CHLOROBENZENESULFONAMIDE;[acetyl-(4-chlorophenyl)sulfonylamino] acetate;N-Acetoxy-N-((4-chlorophenyl)sulfonyl)acetamide;N-Acetoxy-N-(4-chlorophenylsulfonyl)acetamide;N-Acetoxy-N-acetyl-4-chlorobenzenesulfonamide;NPI 3;NPI3;NPI-3;CHEMBL331385;N-(Acetyloxy)-N-[(4-chlorophenyl)sulfonyl]acetamide;Acetamide,N-(acetyloxy)-N-[(4-chlorophenyl)sulfonyl]-;Tocris-0722;SCHEMBL1947890;DTXSID40350910;BCP31753;BDBM50003042;AKOS024458618;NCGC00024747-01;PD071389;FT-0643348;F14798;N-Acetoxy-N-acetyl-4-chloro-benzenesulfonamide;A807979;N-acetyl-N-(acetyloxy)-4-chlorobenzenesulfonamide;SR-01000597716;J-007708;SR-01000597716-1;N-Acetoxy-N-acetyl-4-chlorobenzenesulfonamide, >=98%;N-(Acetyloxy)-N-(4-chlorobenzene-1-sulfonyl)acetamide

Chemical Property of N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Melting Point: 119-122 °C
• Boiling Point: 401.4 °C at 760 mmHg
• Flash Point: 196.6 °C
• PSA: 89.13000
• Density: 1.454 g/cm³
• LogP: 2.43610
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 290.9968213
• Heavy Atom Count: 18
• Complexity: 422

Purity/Quality:

98%min ^*data from raw suppliers

N-(Acetyloxy)-N-[(4-chlorophenyl)sulfonyl]acetamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide

There total 3 articles about N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide 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: 58.0%

N-(p-chlorobenzenesulfonyl)hydroxylamine (50695-53-9) + acetic anhydride (108-24-7) → N-acetyl-N-(acetyloxy)-4-chlorobenzenesulfonamide (142867-52-5)

Guidance literature:

With pyridine; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jm00098a008

Reference yield:

N-acetoxy-4-chlorobenzenesulfonamide + acetyl chloride (75-36-5) → N-acetyl-N-(acetyloxy)-4-chlorobenzenesulfonamide (142867-52-5)

Guidance literature:

With triethylamine; In tetrahydrofuran;

Reference yield:

(acetyloxy)<(4-chlorophenyl)sulfonyl>carbamic acid 1,1-dimethylethyl ester (142867-55-8) → N-acetyl-N-(acetyloxy)-4-chlorobenzenesulfonamide (142867-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 0.08 h

2: triethylamine / tetrahydrofuran

With triethylamine; trifluoroacetic acid; In tetrahydrofuran;

upstream raw materials:

N-(p-chlorobenzenesulfonyl)hydroxylamine

acetic anhydride

acetyl chloride

(acetyloxy)<(4-chlorophenyl)sulfonyl>carbamic acid 1,1-dimethylethyl ester

Refernces

• 1、 -. "Bis-Acylated Hydroxylamine Derivatives". Page/Page column 36. . Retrieved 2011/06/24.