6285-57-0 Usage
Description
2-Amino-6-nitrobenzothiazole is an organic compound that features a benzothiazole core with an amino group at the 2nd position and a nitro group at the 6th position. This molecule is known for its unique chemical properties and has found various applications in different fields due to its reactivity and structural characteristics.
Uses
Used in Analytical Chemistry:
2-Amino-6-nitrobenzothiazole is used as a model analyte for voltammetric determination of electrochemically reducible organic substances. Its electrochemical properties make it a suitable candidate for studying redox reactions and developing analytical methods for detecting similar compounds.
Used in Pharmaceutical Synthesis:
In the synthesis of 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid[2-(cyclohexanecarbonylamino)benzothiazol-6-yl]amide derivatives, 2-amino-6-nitrobenzothiazole serves as a key intermediate. These derivatives have potential applications in the development of new pharmaceuticals, particularly those with therapeutic properties.
Used in Organic Synthesis:
2-Amino-6-nitrobenzothiazole is utilized in the preparation of push-pull nonlinear optical chromophores containing thiazole and benzothiazole acceptors. These chromophores are important for the development of advanced materials with applications in optoelectronics and photonics.
Used in Dye Production:
As a base in dye production, 2-amino-6-nitrobenzothiazole plays a crucial role in the diazotation reaction. This process is essential for the synthesis of various dyes used in different industries, such as textiles, plastics, and printing inks.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
2-Amino-6-nitrobenzothiazole is incompatible with strong oxidizing agents and strong acids.
Fire Hazard
Flash point data for 2-Amino-6-nitrobenzothiazole are not available; however, 2-Amino-6-nitrobenzothiazole is probably combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 6285-57-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,8 and 5 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6285-57:
(6*6)+(5*2)+(4*8)+(3*5)+(2*5)+(1*7)=110
110 % 10 = 0
So 6285-57-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H5N3O2S/c8-7-9-5-2-1-4(10(11)12)3-6(5)13-7/h1-3H,(H2,8,9)
6285-57-0Relevant articles and documents
Synthesis of Some New 3-(2'-Benzothiazolyl)-4(3H)-quinazolinones as Antifungal Agents
Lakhan, Ram,Ral, Babban J.
, p. 501 - 502 (1986)
Five new 2-methyl-3--4(3H)-quinazolinones have been synthesized.Three of them were tested for their antifungal activity against agricultural fungi by the food poison technique and the activity was compared with that of Dithan M-45.
Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles
Chen, Xiran,Fu, Lianrong,Hao, Xin-Qi,Shi, Linlin,Song, Mao-Ping,Zhu, Xinju,Zhu, Yu-Shen
supporting information, (2021/09/09)
A facile and sustainable approach for the amination of benzothiazoles with KSeCN using iodine as the catalyst in water has been disclosed under transition-metal free conditions. The reaction proceeded smoothly to afford various primary 2-amino benzothiazoles in up to 96% yield. A series of control experiments were performed, suggesting a ring-opening mechanism was involved via a radical process. This protocol provides efficient synthesis of primary 2-aminobenzothiazoles
Condensation of 2-Amino-1,3-thiazole Salts and Benzo Analogs with Trifluoroacetylacetone
Shulga,Simurova,Shulga
, p. 364 - 368 (2021/04/13)
Abstract: The condensation of 2-amino-1,3-thiazolium perchlorates and their benzo analogs with trifluoro-acetyl-acetone in acetic acid afforded the corresponding [1,3]thiazolo[3,2-a]pyrimidinium, pyrimido[2,1-b][1,3]benzothiazolium, and naphtho[2′,1′:4,5][1,3]thiazolo[3,2-a]pyrimidinium salts as a single isomer in which the trifluoromethyl group is located in the γ-position with respect to the bridgehead nitrogen atom. The structure of the synthesized compounds was confirmed by 1H NMR spectra and elemental analyses.