18773-93-8 Usage
Description
1-ACETYL-1H-BENZOTRIAZOLE is an organic compound that serves as a versatile reactant in various chemical synthesis processes. It is characterized by its benzotriazole core, which is a tricyclic structure with a nitrogen atom in each of the three-ring systems, and an acetyl group attached to the nitrogen atom. This unique structure endows 1-ACETYL-1H-BENZOTRIAZOLE with specific reactivity and properties that make it suitable for a range of applications in different industries.
Uses
Used in Pharmaceutical Industry:
1-ACETYL-1H-BENZOTRIAZOLE is used as a reactant for the preparation of 1-aryl-1H-1,2,3-benzotriazoles, which are important intermediates in the synthesis of various pharmaceutical compounds. The C-N activation reaction with diaryliodonium salts allows for the formation of these valuable intermediates, contributing to the development of new drugs and therapeutic agents.
Used in Polymer Industry:
1-ACETYL-1H-BENZOTRIAZOLE is used as a reactant for the synthesis of N-substituted-2-((1and 2-benzotriazolyl)methyl)-3-acrylates. These compounds are obtained by treating Baylis-Hillman acetate with 1-ACETYL-1H-BENZOTRIAZOLE in the presence of K2CO3. The resulting acrylates can be used as monomers in the production of polymers with specific properties, such as improved adhesion, thermal stability, and resistance to environmental factors.
Used in Chemical Synthesis:
1-ACETYL-1H-BENZOTRIAZOLE is used as a reactant for the preparation of thioacids and thioamino acids through thiolysis in the presence of sodium hydrosulfide (NaSH) in water. This reaction provides a convenient method for the synthesis of these compounds, which can be used as building blocks in the preparation of various organic molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 18773-93-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,7,7 and 3 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 18773-93:
(7*1)+(6*8)+(5*7)+(4*7)+(3*3)+(2*9)+(1*3)=148
148 % 10 = 8
So 18773-93-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H7N3O/c1-6(12)11-8-5-3-2-4-7(8)9-10-11/h2-5H,1H3
18773-93-8Relevant articles and documents
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Rees,Sale
, p. 532 (1971)
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Ravaux et al.
, p. 4015 (1971)
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Bell,Kenyon
, p. 954 (1926)
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Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides
Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang
supporting information, p. 58 - 63 (2021/12/27)
Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.
Substituent effects in solid-state assembly of activated benzotriazoles
Wenholz, Daniel S.,Bhadbhade, Mohan,Kandemir, Hakan,Ho, Junming,Kumar, Naresh,Black, David Stc.
, p. 835 - 842 (2019/02/05)
Aromatic donor-acceptor stacking involving electron-rich π-donors and electron-deficient π-acceptors has been utilized in a broad spectrum of diverse applications to great effect. We report the discovery of unprecedented donor-acceptor stacking from a non
Cu-catalyzed arylation of 1-acyl-1H-1,2,3-Benzotriazoles via C–N activation
Zhang, Wenying,Wang, Yangyang,Jia, Xiangru,Du, Zhengyin,Fu, Ying
supporting information, p. 64 - 67 (2019/06/10)
An efficient copper-catalyzed arylation reaction of 1-acyl-1H-1,2,3-benzotriazoles with diaryliodonium salts via C–N activation is explored. The reaction is conducted regioselectively to form 1-aryl-1H-1,2,3-benzotriazoles in MeCN at 80 °C in the presence of cesium carbonate. 29 examples are given with the product yield of up to 84%. The probable reaction mechanism is proposed.