2,1,3-Benzothiadiazol-5-amine

Basic Information

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CAS Number

874-37-3

Molecular Formula

C6H5N3S

Molecular Weight

151.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

117 ºC (water )

Boiling Point

303℃ at 760 mmHg

Density

1.485±0.06 g/cm3 (20 ºC 760 Torr),

SMILES

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Nc1ccc2nsnc2c1

InChI

InChI=1S/C6H5N3S/c7-4-1-2-5-6(3-4)9-10-8-5/h1-3H,7H2

InChIKey

JRJPKRSKPOCUEV-UHFFFAOYSA-N

LogP

1.2734999999999999

Topological Polar Surface Area

51.8 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

130

Safety Information

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Hazard Statement

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

2,1,3-Benzothiadiazol-5-amine
5-AMINO-2,1,3-BENZOTHIADIAZOLE
Benzo[c][1,2,5]thiadiazol-5-amine
2,1,3-benzothiadiazol-5-amine(SALTDATA: FREE)
4-aminobenzo-2,1,3-thiadiazole
5-amino-benzo[1,2,5]-thiadiazole
5-amino-benzo-2,1,3-thiadiazole
benzo[1,2,5]thiadiazol-5-ylamine
benzo[c][l,2,5]thiadiazol-5-amine
benzo[c]1,2,5-thiadiazole-5-ylamine
(2,1,3-Benzothiadiazol-5-yl)amine
NSC 231627
5-aminobenzo-2,1,3-thiadiazole
JRJPKRSKPOCUEV-UHFFFAOYSA-N
NSC231627
Oprea1_386475
5-aminobenzo[2,1,3]thiadiazole
HMS1648L05
2,1,3-benzothiadiazol-5-ylamine
2??,1,3-benzothiadiazol-5-amine
2,1,3-Benzothiadiazole, 5-amino- (6CI, 7CI, 8CI)
2,1,3-Benzothiadiazol-2-SIV-5-amine
2λ4δ2-2,1,3-Benzothiadiazol-5-amine
5-Amino-2,1,3-benzothiadiazole

MDL Number

MFCD00185826

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2,1,3-Benzothiadiazol-5-amine (CAS: 874-37-3)?

2,1,3-Benzothiadiazol-5-amine (CAS: 874-37-3) is a crystalline white powder with a molecular weight of approximately 158.21 g/mol. It has a limited solubility in water (0.1 g/L at 25°C). The compound is moderately reactive, particularly in the presence of acids or bases, and can undergo substitution reactions. It is slightly soluble in common organic solvents like ethanol and acetone.

How is 2,1,3-Benzothiadiazol-5-amine (CAS: 874-37-3) typically synthesized?

2,1,3-Benzothiadiazol-5-amine is commonly synthesized via the reaction of 1,3-benzothiazol-2-one with ammonia or amines under basic conditions. The process involves heating the 1,3-benzothiazol-2-one with excess ammonia or an amine in a non-aqueous solvent like methanol or ethanol. The yield is typically high, around 70-80%, and the reaction is conducted with a catalyst such as sodium hydroxide to enhance selectivity and yield.

What industries use 2,1,3-Benzothiadiazol-5-amine (CAS: 874-37-3)?

2,1,3-Benzothiadiazol-5-amine (CAS: 874-37-3) is used in various industries. It is a key intermediate in the synthesis of pharmaceuticals, particularly in the development of antiviral and antifungal drugs. It also finds applications in the polymer industry for modifying the properties of polymers, in sensor technology for detecting various gases, and in semiconductor manufacturing as a dopant.

What precautions should be taken when handling 2,1,3-Benzothiadiazol-5-amine (CAS: 874-37-3)?

When handling 2,1,3-Benzothiadiazol-5-amine (CAS: 874-37-3), it is important to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place away from heat sources and strong acids or bases. It should be handled in a well-ventilated area or a fume hood to avoid inhalation. In case of a spill, use appropriate absorbent materials and consult the Safety Data Sheet (SDS) for proper cleanup procedures.