6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Basic Information

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CAS Number

58-94-6

Molecular Formula

C7H6ClN3O4S2

Molecular Weight

295.73 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

342-343 ºC

Boiling Point

608.8°Cat760mmHg

Water Solubility

<0.1 g/100 mL at 19.5 ºC

Flash Point

322°C

Refractive Index

1.801

SMILES

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c1c2c(cc(c1Cl)S(=O)(=O)N)S(=O)(=O)N=CN2

InChI

InChI=1S/C7H6ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-3H,(H,10,11)(H2,9,12,13)

InChIKey

JBMKAUGHUNFTOL-UHFFFAOYSA-N

LogP

0.12989999999999996

pKa

6.85, 9.45(at 25℃)

Topological Polar Surface Area

118.68999999999998 Å²

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

532

Safety Information

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Hazard Statement

H317 May cause an allergic skin reaction
Sensitization, Skin

H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled
Sensitization, respiratory

Stability

Stable. Incompatible with strong oxidizing agents.

Synonyms & References

English

chlorothiazide
2-chloro-1,2,4-benzothiadiazine-7-sulphonamide 1,1-dioxide
6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide
6-chloro-1,1-dioxo-4H-1λ<sup>6</sup>,2,4-benzothiadiazine-7-sulfonamide
6-Chloro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-Chloro-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide
Chlorothiazide
6-chloro-4H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide

MDL Number

MFCD00058576

FAQ

What are the physical and chemical properties of 6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6)?

The compound, 6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6), is a crystalline solid with a molecular weight of approximately 288.65 g/mol. It has limited water solubility, with a solubility of about 0.05 g/L. It is known to be moderately reactive, particularly with reducing agents. The compound is stable under normal storage conditions but should be protected from strong acids and bases.

How is 6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6) typically synthesized?

6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6) is typically synthesized via a multi-step process involving the coupling of 4-chlorobenzothiazole with dimethyl sulfoxide nitrosourea. This process often involves the use of sodium hydride as a catalyst. The yield is generally around 70-80%, with selectivity to the desired product being high.

What industries use 6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6)?

6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6) is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It also finds applications in the production of certain polymers, sensors, and semiconductors due to its chemical reactivity and stability properties.

What precautions should be taken when handling 6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6)?

When handling 6-Chloro-4H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (CAS: 58-94-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or fume hood to prevent inhalation. In case of a spill, it should be cleaned up carefully according to safety data sheet (SDS) guidelines, which recommend the use of absorbent materials and disposal in accordance with local regulations.