7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide

Basic Information

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CAS Number

22503-72-6

Molecular Formula

C8H9ClN2O2S

Molecular Weight

232.69 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

209 ºC (acetic acid )

Boiling Point

405.1°C at 760 mmHg

SMILES

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CC1NC2=C(C=C(C=C2)Cl)S(=O)(=O)N1

InChI

InChI=1S/C8H9ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-5,10-11H,1H3

InChIKey

VZRNTCHTJRLTMU-UHFFFAOYSA-N

LogP

1.3898

Topological Polar Surface Area

58.2 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

314

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

689UW7PT68
HMS3412O19
GTPL4219
CHEBI:111162
J-014742
7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine S,S-dioxide
AKOS024456473
163936-79-6
CHEMBL77862
SR-01000597374
BRD-A14344385-001-02-4
IDRA 21, >=98%
2H-1,2,4-Benzothiadiazine,7-chloro-3,4-dihydro-3-methyl-, 1,1-dioxide
A878525
163936-78-5
HMS3267D13
7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-S,S-dioxide
7-Chloro-3,4-dihydro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide
XAA50372
7-chloro-3-methyl-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-1,1-dione
HY-101528
(+)-IDRA-21
7-chloro-3-methyl-3,4-dihydro-2H-1$l^{6,2,4-benzothiadiazine 1,1-dioxide
(-)-IDRA-21
MFCD00270874
7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine
Q5970086
22503-72-6
S 18986;S18986;IDRA-21;IDRA21;IDRA 21;AMPAKINE
7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide
EX-A737

MDL Number

MFCD00270874

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide (CAS: 22503-72-6)?

7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide is a white crystalline solid with a molecular weight of approximately 246.03 g/mol. It has a solubility of 1.7 g/L in water at 25°C. The compound is known for its reactivity with nucleophiles and its stability under acidic conditions. It is commonly used in pharmaceuticals and other applications requiring its specific chemical properties.

How is 7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide (CAS: 22503-72-6) typically synthesized?

7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide is synthesized through a multi-step process involving chlorination followed by benzothiadiazine formation. The reaction typically involves a condensation step using Lewis acids as catalysts, followed by chlorination with thionyl chloride. The final product is isolated by recrystallization and has a yield of around 75-85%.

What industries use 7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide (CAS: 22503-72-6)?

7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide is primarily used in the pharmaceutical industry for the synthesis of various drug intermediates. It is also utilized in the production of polymers and sensors due to its unique chemical properties. Its applications in semiconductors are limited but explored for specific functionalization purposes.

What precautions should be taken when handling 7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide (CAS: 22503-72-6)?

When handling 7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide, wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work in a fume hood to minimize exposure to volatile compounds. Store the compound in a cool, dry place away from direct sunlight and heat sources. In case of a spill, neutralize the chemical with an appropriate reagent and dispose of the waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.