53595-68-9

Basic information

• Product Name: 2,5-Dichlorothiophene-3-sulfonamide
• Synonyms: 2,5-DICHLOROTHIOPHENE-3-SULFONAMIDE;BUTTPARK 27\06-20;TIMTEC-BB SBB003266;2,5-dichloro-3-thiophenesulfonamid;2,5-dichloro-3-thiophenesulfonamide;2,5- Dichlorothiphene-3-sulfonamide;2,5-Dichlorothiophene-3-fulfonamide;2,5-DICHLOROTHIOPHENE-3-SULFONAMIDE 98.0%MIN
• CAS NO: 53595-68-9
• Molecular Formula: C₄H₃Cl₂NO₂S₂
• Molecular Weight: 232.11
• Product Categories: Halogenated Heterocycles;Heterocyclic Building Blocks;Thiophenes;ThiophenesBuilding Blocks;Building Blocks;C4 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocycle-oher series
• Mol File: 53595-68-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 131-135 °C(lit.)
• Boiling Point: 386.6 °C at 760 mmHg
• Flash Point: 187.6 °C
• Appearance: white to light yellow crystal powder
• Density: 1.761 g/cm³
• Vapor Pressure: 0.0131mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.29±0.60(Predicted)
• CAS DataBase Reference: 2,5-Dichlorothiophene-3-sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dichlorothiophene-3-sulfonamide(53595-68-9)
• EPA Substance Registry System: 2,5-Dichlorothiophene-3-sulfonamide(53595-68-9)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39-24/25
• WGK Germany: 3
• RTECS: XN0297000
• Hazardous Substances Data: 53595-68-9(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

InChI:InChI=1/C5H3Cl2NOS/c6-3-1-2(5(8)9)4(7)10-3/h1H,(H2,8,9)

Upstream product

• 56946-83-9 2,5-dichlorothiophene-3-sulfonyl chloride 

Downstream Products

• 1334889-84-7 3-(benzylthio)-6-chlorothieno[2,3-e][1,4,2]dithiazine 1,1-dioxide 

Relevant articles and documents

Concise synthesis and displacement reactions of model 3-(alkylthio)- 6-chloro- and 2,6-dichlorothieno[2,3-e][1,4,2]dithiazine 1,1-dioxides

A series of 3-(alkylthio)-6-chlorothieno[2,3-e][1,4,2]dithiazine 1,1-dioxides (7a - e) were prepared via interaction of deprotonated 2,5-dichlorothiophene-3-sulfonamide with carbon disulfide under reflux, followed by alkylation with alkyl halides. Employment of dimethyl sulfate afforded the isomeric 2-methyl-3-thione derivative 8 together with the expected 3-(methylthio) derivative 7ain a molar ratio of 1 : 4. Treatment of 7a or 10 with ethylamine, aniline or p-chloroaniline produced the corresponding N-ethyl- (or N-phenyl)-6-chlorothieno[2,3-e][1,4,2]dithiazine-3-amine 1,1-dioxides 3a - c. Likewise, interaction of 7a with methylhydrazine (or phenylhydrazine) gave the respective 3-(1-methylhydrazinyl or 2-phenylhydrazinyl) 1,1-dioxides9a, b. Desulfonation of 6-chloro-3-(methylthio)thieno[ 2,3-e][1,4,2]dithiazine 1,1-dioxide (7a) with sulfuryl chloride produced 3,6-dichlorothieno[2,3- e][1,4,2]dithiazine 1,1-dioxide (10). The latter compound was used as a substrate for the preparation of N-alkyl- (or aryl)-6-chlorothieno[2,3-e][1,4,2] dithiazin-3-amine 1,1-dioxides 3a - c representing a new approach for the synthesis of similar derivatives. Compounds 7a -e showed modest to low antibacterial activity against E. coli and S. aureus.