N-(4-Nitrophenyl)ethanethioamide

Base Information

• Chemical Name: N-(4-Nitrophenyl)ethanethioamide
• CAS No.: 10319-77-4
• Molecular Formula: C8H8N2O2S
• Molecular Weight: 196.23
• DSSTox Substance ID: DTXSID60540255
• Nikkaji Number: J1.614.371E
• Wikidata: Q82416181
• Mol file: 10319-77-4.mol

Synonyms:N-(4-Nitrophenyl)ethanethioamide;10319-77-4;SCHEMBL16573282;DTXSID60540255

Chemical Property of N-(4-Nitrophenyl)ethanethioamide

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.03064868
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=S)NC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of N-(4-Nitrophenyl)ethanethioamide

There total 4 articles about N-(4-Nitrophenyl)ethanethioamide 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: 89.0%

N-(4-Nitrophenyl)acetamide (104-04-1) → N-(4-nitrophenyl)ethanethioamide (10319-77-4)

Guidance literature:

With Lawessons reagent; In toluene; at 20 ℃; for 1h;

DOI:10.1021/jo5011312

Reference yield: 82.0%

p-nitroacetophenone oxime (10342-64-0) → N-(4-nitrophenyl)ethanethioamide (10319-77-4)

Guidance literature:

With trichlorothiophosphine; water; triethylamine; at 0 - 90 ℃; chemoselective reaction;

DOI:10.1039/b911844f

Reference yield:

Lawessons reagent (19172-47-5,94367-93-8) + N-hydroxy-N-(4-nitrophenyl)acetamide (67274-52-6) → C15H15N2O6PS + N-(4-Nitrophenyl)acetamide (104-04-1) + N-(4-nitrophenyl)ethanethioamide (10319-77-4) + (4-methoxyphenyl)phosphonothioic O,O'-acid (858128-33-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1002/hc.20259

upstream raw materials:

N-(4-Nitrophenyl)acetamide

Lawessons reagent

N-hydroxy-N-(4-nitrophenyl)acetamide

p-nitroacetophenone oxime

Downstream raw materials:

diethyl 2-(1-((4-nitrophenyl)amino)ethylidene)malonate

N-(4-Nitrophenyl)acetamide

2-methyl-6-nitrobenzothiazole