13053-81-1

Basic information

• Product Name: 2-(ACETAMIDO)THIOPHENE
• Synonyms: Acetamide, N-2-thienyl-;N-(2-Thienyl)acetamide;2-(ACETAMIDO)THIOPHENE;AKOS 93080;N-THIEN-2-YLACETAMIDE;2-acetothiophenide;Einecs 235-939-7;N-(thiophen-2-yl)acetaMide
• CAS NO: 13053-81-1
• Molecular Formula: C₆H₇NOS
• Molecular Weight: 141.19
• EINECS: 235-939-7
• Product Categories: Thiophene&Benzothiophene
• Mol File: 13053-81-1.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 325 °C at 760 mmHg
• Flash Point: 150.3 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 0.000237mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-(ACETAMIDO)THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ACETAMIDO)THIOPHENE(13053-81-1)
• EPA Substance Registry System: 2-(ACETAMIDO)THIOPHENE(13053-81-1)

Safety Data

• Hazardous Substances Data: 13053-81-1(Hazardous Substances Data)

Usage

General Description

2-(Acetamido)thiophene is a chemical compound with the formula C6H7NOS. It is a heterocyclic organic compound that consists of a thiophene ring with an acetamide substituent attached at the 2-position. 2-(ACETAMIDO)THIOPHENE is mainly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceuticals and agrochemicals. It is also utilized in the production of dyes, pigments, and other specialty chemicals. 2-(Acetamido)thiophene is known for its versatile reactivity and is considered an important intermediate in the synthesis of various complex organic molecules.

InChI:InChI=1/C6H7NOS/c1-5(8)7-6-3-2-4-9-6/h2-4H,1H3,(H,7,8)

Upstream product

• 2786-07-4 2-thienyl lithium 
• 60-35-5 acetamide 
• 609-40-5 2-nitrothiophene 
• 108-24-7 acetic anhydride 
• 92313-54-7 (E)-N-[1-(thiophen-2-yl)ethylidene]hydroxylamine 
• 91569-80-1 2-acetylthiophene oxime benzenesulfonate 
• 1956-45-2 2-acetylthiophene oxime 
• 60-29-7 diethyl ether 
• 10026-13-8 phosphorus pentachloride 
• 3437-95-4 2-Iodothiophene 
• 75-05-8 acetonitrile 
• 5813-89-8 2-thiophenylcarboxamide 
• 616-46-6 thiophen-2-ylamine 
• 64-19-7 acetic acid 

Downstream Products

• 72133-90-5 2-Acetamido-3-nitrothiophene 
• 51419-40-0 N-(5-nitrothiophen-2-yl)acetamide 
• 1558047-01-0 N-(3-phenylthiophen-2-yl)acetamide 
• 1558047-03-2 N-(3-(4-methoxyphenyl)thiophen-2-yl)acetamide 
• 172896-63-8 N-methyl-N-(2-thienyl)thiocarbamoylacetic acid 
• 172896-61-6 N-methyl-N-(2-thienyl)thioacetamide 
• 51249-08-2 2-acetamido-3,5-dinitrothiophene 

Relevant articles and documents

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The Preparation and Formylation of 2-Acetamidothiophenes

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Hypervalent Iodine Reagent-Promoted Hofmann-Type Rearrangement/Carboxylation of Primary Amides

A novel transformation of primary amides to secondary amides promoted by hypervalent iodine reagents was developed. The hypervalent iodine reagent-mediated Hofmann-type rearrangement generated an isocyanate intermediate, which was subsequently trapped by an in situ generated carboxylic acid from the hypervalent iodine reagent to provide the corresponding secondary amides. This method provided a facile and efficient route for the synthesis of secondary amides from primary amides and also revealed novel reactivities of hypervalent iodine reagents.

Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition

Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently.