1-(5-CHLORO-4-NITRO-2-THIENYL)ETHAN-1-ONE

Base Information

• Chemical Name: 1-(5-CHLORO-4-NITRO-2-THIENYL)ETHAN-1-ONE
• CAS No.: 42456-75-7
• Molecular Formula: C6H4ClNO3S
• Molecular Weight: 205.622
• Hs Code.: 2934999090
• Mol file: 42456-75-7.mol

Synonyms:5-acetyl-2-chlor-3-nitrothiophene;5-Acetyl-2-chlor-3-nitrothiophen;5-acetyl-2-chloro-3-nitrothiophene;OR4071;Ethanone, 1-(5-chloro-4-nitro-2-thienyl)-;2-chloro-3-nitro-5-acetylthiophene;2-acetyl-5-chloro-4-nitrothiophene;

Chemical Property of 1-(5-CHLORO-4-NITRO-2-THIENYL)ETHAN-1-ONE

Chemical Property:

• Vapor Pressure: 0.000321mmHg at 25°C
• Boiling Point: 320.3oC at 760 mmHg
• Flash Point: 147.5oC
• PSA: 91.13000
• Density: 1.531g/cm3
• LogP: 3.03550

Purity/Quality:

99% ^*data from raw suppliers

1-(5-chloro-4-nitrothiophen-2-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5-CHLORO-4-NITRO-2-THIENYL)ETHAN-1-ONE

There total 2 articles about 1-(5-CHLORO-4-NITRO-2-THIENYL)ETHAN-1-ONE 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: 96.0%

1-(5-chloro-4-nitrothiophen-2-yl)ethan-1-ol → 5-acetyl-2-chloro-3-nitrothiophene (42456-75-7)

Guidance literature:

With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-tetramethyl-piperidine-N-oxyl; TPGS-750-M; copper(I) bromide; In water; at 20 ℃; for 12h;

DOI:10.1039/c4cc05163g

Reference yield: 45.0%

2-acetyl-5-chlorothiophene (6310-09-4) → 5-acetyl-2-chloro-3-nitrothiophene (42456-75-7)

Guidance literature:

With nitric acid; at -5 - 30 ℃;

Reference yield: 93.0%

5-acetyl-2-chloro-3-nitrothiophene (42456-75-7) + (L)-phenylalanine ethyl ester hydrochloride (3182-93-2) → (2S)-ethyl 2-[(5-acetyl-3-nitro-2-thienyl)amino]-3-phenylpropionate

Guidance literature:

With potassium carbonate; In acetonitrile; at 40 ℃; for 48h;

DOI:10.3987/COM-01-9371

upstream raw materials:

2-acetyl-5-chlorothiophene

Downstream raw materials:

5-acetyl-2-ethoxy-3-nitrothiophene

1-(4-nitro-5-phenoxy-[2]thienyl)-ethanone

5-acetyl-2-phenylamino-3-nitrothiophene

aniline hydrochloride

Refernces

• 1、 Chen, Chao,Song, Jiemei,Wang, Jinzheng,Xu, Chang,Chen, Caiping,Gu, Wei,Sun, Hongbin,Wen, Xiaoan. "Synthesis and biological evaluation of thiazole derivatives as novel USP7 inhibitors". supporting information. p. 845 - 849. Retrieved 2017/02/18.
• 2、 Weinstock, Joseph,Wu, Jian,Cao, Ping,Kingsbury, William D.,McDermott, Jeffrey L.,Kodrasov, Matthew P.,McKelvey, Devin M.,Suresh Kumar, K. G.,Goldenberg, Seth J.,Mattern, Michael R.,Nicholson, Benjamin. "Selective dual inhibitors of the cancer-related deubiquitylating proteases USP7 and USP47". supporting information. p. 789 - 792,4. Retrieved 2020/09/15.