7283-96-7

Basic information

• Product Name: 2-Chloro-5-thiophenecarboxaldehyde
• Synonyms: 5-CHLOROTHIOPHENE-2-CARBALDEHYDE;5-CHLOROTHIOPHENE-2-CARBOXALDEHYDE;5-CHLORO-2-THIOPHENECARBALDEHYDE;5-CHLORO-2-THIOPHENECARBOXALDEHYDE;5-CHLORO-2-FORMYLTHIOPHENE;2-CHLORO-5-FORMYLTHIOPHENE;2-CHLOROTHIOPHENE-5-CARBOXALDEHYDE;2-CHLORO-5-THIOPHENECARBOXALDEHYDE
• CAS NO: 7283-96-7
• Molecular Formula: C₅H₃ClOS
• Molecular Weight: 146.59
• EINECS: 230-708-7
• Product Categories: Aldehydes;Azoles;blocks;Thiophene&Benzothiophene;Miscellaneous;CHIRAL CHEMICALS;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiophenes;ThiophenesBuilding Blocks;Heterocycle-oher series
• Mol File: 7283-96-7.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 99 °C21 mm Hg(lit.)
• Flash Point: 208 °F
• Appearance: White to tan/Crystalline Powder or Solid
• Density: 1.376 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.109mmHg at 25°C
• Refractive Index: n20/D 1.604(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-Chloro-5-thiophenecarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-thiophenecarboxaldehyde(7283-96-7)
• EPA Substance Registry System: 2-Chloro-5-thiophenecarboxaldehyde(7283-96-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-43-36-36/37/38
• Safety Statements: 36-36/37/39-26-24-37/39
• RIDADR: 2810
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 7283-96-7(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

Uses

Different sources of media describe the Uses of 7283-96-7 differently. You can refer to the following data:
1. 5-Chloro-2-thiophenecarboxaldehyde is used in the evaluation of 2-benzylidene-1-tetralone derivative as antagonists of A1 and A2A adenosine receptors.
2. 5-Chloro-2-thiophenecarboxaldehyde may be used for synthesis of 2-heteroaryl-α-methyl-5-benzoxazoleacetic acids and N,N′-bis[(E)-(5-chloro-2-thienyl)methylidene]ethane-1,2-diamine

General Description

5-Chloro-2-thiophenecarboxaldehyde is a thiophene derivative.

InChI:InChI=1/C5H3ClOS/c6-5-2-1-4(3-7)8-5/h1-3H

Upstream product

• 96-43-5 2-thienyl chloride 
• 50-00-0 formaldehyd 
• 68-12-2 N,N-dimethyl-formamide 
• 93-61-8 N-methyl-N-phenylformamide 
• 17249-82-0 2-chloro-5-methylthiophene 
• 98-03-3 thiophene-2-carbaldehyde 
• 23784-96-5 2-Chloro-5-(chloromethyl)thiophene 
• 636-72-6 2-thiophenemethanol 
• 554-14-3 2-Methylthiophene 
• 3437-95-4 2-Iodothiophene 

Downstream Products

• 90797-71-0 (5-chloro-thiophen-2-ylmethyl)-pyridin-2-yl-amine 
• 28783-34-8 2-chloro-5-(2-nitro-vinyl)-thiophene 
• 5425-40-1 5-chloro-thiophene-2-carbaldehyde semicarbazone 
• 21198-78-7 (5-chloro-[2]thienyl)-bis-(4-dimethylamino-phenyl)-methane 
• 66715-50-2 5-chloro-thiophene-2-carbaldehyde-phenylhydrazone 
• 17249-82-0 2-chloro-5-methylthiophene 
• 141247-45-2 3-[1-(5-Chloro-thiophen-2-yl)-meth-(Z)-ylidene]-2-phenyl-chroman-4-one 

Relevant articles and documents

Low cost preparation method of high purity 5-chlorothiophene-2-formyl chloride

The invention relates to a low cost preparation method of high purity 5-chlorothiophene-2-formyl chloride. According to the preparation method, 2-chlorothiophene and a formylation reagent carry out reactions to generate 5-chlorothiophene-2-formaldehyde, then 5-chlorothiophene-2-formaldehyde is oxidized by an oxidant to generate 5-chlorothiophene-2-formic acid, and finally 5-chlorothiophene-2-formic acid and an acyl-chlorination reagent carry out acyl-chlorination reactions to generate 5-chlorothiophene-2-formyl chloride. 5-chlorothiophene-2-formyl chloride can be used as a key intermediate inrivaroxaban preparation. The preparation method has the advantages of cheap and easily-available raw materials, simple technical route, low raw material cost, little discharge amount of wastewater, low salt content of wastewater, environmental friendliness, and high reaction selectivity. The purity of obtained 5-chlorothiophene-2-formyl chloride is high, and the industrial production of high purity rivaroxaban is promoted.

The Hydrazine–O2 Redox Couple as a Platform for Organocatalytic Oxidation: Benzo[c]cinnoline-Catalyzed Oxidation of Alkyl Halides to Aldehydes

An organocatalytic oxidation platform that capitalizes on the capacity of hydrazines to undergo rapid autoxidation to diazenes is described. Commercially available benzo[c]cinnoline is shown to catalyze the oxidation of alkyl halides to aldehydes in a novel mechanistic paradigm involving nucleophilic attack, prototropic shift, and hydrolysis. The hydrolysis and reoxidation events occur readily with only adventitious oxygen and water. A survey of the scope of viable substrates is shown along with mechanistic and computational studies that give insight into this mode of catalysis.

PROCESS FOR THE PREPARATION OF RIVAROXABAN

Disclosed is a process for the preparation of rivaroxaban and purifying rivaroxaban.