53595-66-7

Basic information

• Product Name: 5-Chlorothiophene-2-sulfonamide
• Synonyms: 2-Chloro-5-sulfamoylthiophene;TIMTEC-BB SBB003565;5-chloro-2-thiophenesulfonamid;5-chloro-2-thiophenesulfonamide;2-CHLORO THIOPHENE-5-SULFONAMIDE;5-CHLOROTHIOPHENE-2-SULFONAMIDE;5-CHLOROTHIOPHENE-2-SULPHONAMIDE;BUTTPARK 27\04-10
• CAS NO: 53595-66-7
• Molecular Formula: C₄H₄ClNO₂S₂
• Molecular Weight: 197.66
• Product Categories: Heterocycle-oher series;SULFONAMIDE;Thiophene&Benzothiophene;Thiophene intermediates;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiophenes;ThiophenesBuilding Blocks
• Mol File: 53595-66-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 113-117 °C(lit.)
• Boiling Point: 366.3 °C at 760 mmHg
• Flash Point: 175.3 °C
• Appearance: White to light yellow crystal powder
• Density: 1.649 g/cm³
• Vapor Pressure: 1.48E-05mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: soluble in Methanol
• PKA: 9.75±0.60(Predicted)
• CAS DataBase Reference: 5-Chlorothiophene-2-sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chlorothiophene-2-sulfonamide(53595-66-7)
• EPA Substance Registry System: 5-Chlorothiophene-2-sulfonamide(53595-66-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-45-37/39
• WGK Germany: 3
• RTECS: XN0296000
• HazardClass: IRRITANT
• Hazardous Substances Data: 53595-66-7(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow crystal powder

Uses

5-Chlorothiophene-2-sulfonamide may be used in the synthesis of non-benzofused bicyclo[4.2.1]nonanes.

General Description

5-Chlorothiophene-2-sulfonamide is an aromatic sulfonamide. It undergoes Rh-catalyzed aerobic N-alkylation with benzyl alcohol to yield the corresponding N-alkylated sulfonamide.

InChI:InChI=1/C4H4ClNO2S2/c5-3-1-2-4(9-3)10(6,7)8/h1-2H,(H2,6,7,8)

Upstream product

• 155731-14-9 N-(tert-butyl)-5-chloro-2-thiophenesulfonamide 
• 3172-52-9 2,5-diclorothiophene 
• 2766-74-7 5-chlorothien-2-ylsulfonyl chloride 
• 16629-19-9 thiophene-2-sulfonyl chloride 

Downstream Products

• 438210-16-3 N-{4-[(tert-butoxy)carbonylamino]-3-methylphenyl}{[(5-chloro(2-thienyl))sulfonyl]amino}carboxamide 
• 353245-75-7 5-chloro-2-{4-[({[(5-chloro(2-thienyl)) sulfonyl]amino}(cyanoimino)methyl)amino]-2-methylphenyl}benzo[c]azolidine-1,3-dione 
• 438209-04-2 N-[4-({[(5-chloro(2-thienyl))sulfonyl]amino}carbonylamino)-2-methylphenyl]benzamide 
• 1225035-40-4 C₁₁H₈ClNO₄S₂ 
• 55854-42-7 N-phenyl-5-chloro-2-thiophenesulfonyl amide 
• 438208-72-1 5-chloro-2-{4-[({[(5-chloro(2-thienyl))sulfonyl]amino}thioxomethyl)amino]-2-methylphenyl}benzo[c]azolidine-1,3-dione 
• 438209-71-3 N-[4-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))-3-bromophenyl]{[(5-chloro(2-thienyl))sulfonyl]amino}carboxamide 
• 1427214-90-1 C₂₂H₁₆Cl₂N₂O₅S₂ 
• 1427215-11-9 C₂₄H₂₀Cl₂N₂O₅S₂ 
• 1225035-41-5 C₇H₁₀N₂*C₁₁H₈ClNO₄S₂ 
• 1138722-50-5 C₂₃H₂₁Cl₃N₂O₄S₂ 

Relevant articles and documents

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SYNTHESIS OF SUBSTITUTED PYRAZOLINE CARBOXAMIDINE DERIVATIVES

This invention relates to organic chemistry, in particular to processes for the preparation of pyrazoline carboxamidine derivatives of formula (I), known as potent 5-HT6 antagonists. The invention also relates to novel intermediates of these compounds. wh

2,5-dihalothiophenes in the reaction with chlorosulfonic acid

The mixtures of mono-and dihalothiophenesulfonyl chlorides, formed in the sulfochlorination reaction of 2,5-dichlorothiophene and 2,5-dibromothiophene, were treated with aqueous ammonia and thus converted into mixtures of the corresponding stable thiophenesulfonamides. The structure and composition of the latter were studied by physicochemical methods: GC-MS and 1H, 13C, 1H-13C HSQC, 1H-13C HMBC, and NOESY NMR spectroscopy. As a result of the above chemical transformations, 2,5-dichlorothiophene afforded a mixture of 5-chlorothiophene-2-sulfonamide and 4,5-dichlorothiophene-3-sulfonamide in a roughly 70:30 ratio. In the case of 2,5-dibromothiophene, a mixture of 5-bromothiophene-2-sulfonamide, 4,5-dibromothiophene-3-sulfonamide, and 3,5-dibromothiophene-2-sulfonamide (3:54:43) was formed. Nauka/Interperiodica 2007.