2-Amino-6-ethoxybenzothiazole | CAS No. 94-45-1

Q: What are the physical and chemical properties of 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1)?

2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) is a white to off-white crystalline solid with a high melting point. Its molecular weight is approximately 218.22 g/mol. The compound is soluble in several organic solvents like ethanol, acetone, and dichloromethane. It is slightly soluble in water. Chemically, it is highly reactive towards nucleophilic substitution reactions, making it a versatile intermediate in organic synthesis.

Q: How is 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) typically synthesized?

2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) is typically synthesized via the reaction of 6-ethoxybenzothiazole with ammonia. This process involves the nucleophilic substitution of the thiazole ring with ammonia, followed by amination. The reaction is catalyzed by a suitable base, and the yield is generally good, around 75-85%. Other synthetic methods include the use of amines or primary alcohols, depending on the desired product.

Q: What industries use 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1)?

2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) is used in various industries such as pharmaceuticals, where it serves as a precursor to active pharmaceutical ingredients (APIs). In the polymer industry, it is used as a stabilizer. It also finds applications in the production of sensors and semiconductors due to its reactivity and functional groups. Additionally, it is utilized in the development of organic dyes and as a precursor in the synthesis of other heterocyclic compounds.

Q: What precautions should be taken when handling 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1)?

When handling 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1), it is crucial to use proper personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to avoid inhalation of dust and vapors. Spills should be cleaned up using appropriate absorbent materials, and the area should be well-ventilated. Safety data sheets (SDS) should always be consulted for detailed handling instructions and emergency procedures.

2-Amino-6-ethoxybenzothiazole

Basic Information

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CAS Number

94-45-1

Molecular Formula

C9H10N2OS

Molecular Weight

194.26 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

Powder

Melting Point

162.0 to 166.0 deg-C

Boiling Point

356.1 °C at 760 mmHg

Density

1.2164 (rough estimate)

Water Solubility

<0.1 g/100 mL at 23 ºC

Flash Point

169.1 °C

Refractive Index

1.6800 (estimate)

SMILES

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CCOC1=CC2=C(C=C1)N=C(S2)N

InChI

InChI=1S/C9H10N2OS/c1-2-12-6-3-4-7-8(5-6)13-9(10)11-7/h3-5H,2H2,1H3,(H2,10,11)

InChIKey

KOYJWFGMEBETBU-UHFFFAOYSA-N

LogP

2.2771999999999997

Topological Polar Surface Area

48.14 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

179

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H341 Suspected of causing genetic defects
Germ cell mutagenicity

Stability

Stable. Incompatible with strong oxidizing agents.

Synonyms & References

English

2-Amino-6-ethoxybenzothiazole
6-ethoxybenzothiazol-2-ylamine
2-AMINO-6-ETHOXYBENZOTHIAZOLE HYDROCHLORIDE
6-ethoxy-1,3-benzothiazol-2-amine
6-Ethoxy-benzothiazol-2-ylamine
6-Ethoxy-2-benzothiazolamine
2-Benzothiazolamine, 6-ethoxy-
6-Ethoxy-2-aminobenzothiazole
Benzothiazole, 2-amino-6-ethoxy-
6-ethoxybenzo[d]thiazol-2-amine
KOYJWFGMEBETBU-UHFFFAOYSA-N
D621HZ191D
6-ethoxybenzothiazole-2-ylamine
Amino-6-ethoxybenzothiazole, 2-
NSC28731
2-Benzothiazolamine, 6-ethoxy- (9CI)
DSSTox_CID_4481
6-Ethoxy-2-benzothiazolamine (ACI)
Benzothiazole, 1-amino-5-ethoxy- (3CI)
Benzothiazole, 2-amino-6-ethoxy- (6CI, 7CI, 8CI)
(6-Ethoxybenzothiazol-2-yl)amine
6-Ethoxy-1,3-benzothiazol-2-amine
6-Ethoxy-1,3-benzothiazol-2-ylamine
6-Ethoxybenzo[d]thiazol-2-amine
NSC 28731
CHEMBL565755
Tox21_200641
(6-ETHOXYBENZOTHIAZOL-2-YL)AMINE
BENZOTHIAZOLE, 1-AMINO-5-ETHOXY-
CAS-94-45-1
DTXCID004481

MDL Number

MFCD00005788

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1)?

2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) is a white to off-white crystalline solid with a high melting point. Its molecular weight is approximately 218.22 g/mol. The compound is soluble in several organic solvents like ethanol, acetone, and dichloromethane. It is slightly soluble in water. Chemically, it is highly reactive towards nucleophilic substitution reactions, making it a versatile intermediate in organic synthesis.

How is 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) typically synthesized?

2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) is typically synthesized via the reaction of 6-ethoxybenzothiazole with ammonia. This process involves the nucleophilic substitution of the thiazole ring with ammonia, followed by amination. The reaction is catalyzed by a suitable base, and the yield is generally good, around 75-85%. Other synthetic methods include the use of amines or primary alcohols, depending on the desired product.

What industries use 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1)?

2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1) is used in various industries such as pharmaceuticals, where it serves as a precursor to active pharmaceutical ingredients (APIs). In the polymer industry, it is used as a stabilizer. It also finds applications in the production of sensors and semiconductors due to its reactivity and functional groups. Additionally, it is utilized in the development of organic dyes and as a precursor in the synthesis of other heterocyclic compounds.

What precautions should be taken when handling 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1)?

When handling 2-Amino-6-ethoxybenzothiazole (CAS: 94-45-1), it is crucial to use proper personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to avoid inhalation of dust and vapors. Spills should be cleaned up using appropriate absorbent materials, and the area should be well-ventilated. Safety data sheets (SDS) should always be consulted for detailed handling instructions and emergency procedures.