87022-42-2 Usage
Description
1-(Isocyanomethyl)-1H-benzotriazole is an organic compound that features a benzotriazole core with an isocyanomethyl group attached. It is known for its reactivity and utility in various chemical reactions, particularly in the synthesis of heterocyclic compounds and polymers.
Uses
Used in Organic Synthesis:
1-(Isocyanomethyl)-1H-benzotriazole is used as a reactant for Passerini condensation, a multi-component reaction that combines an aldehyde, an isonitrile, and an acid to form an α-acyloxyamide. This reaction is valuable for the synthesis of complex molecules and the formation of libraries in drug discovery.
Used in Multi-component Reactions:
In the field of organic chemistry, 1-(Isocyanomethyl)-1H-benzotriazole is used as a reactant for Ugi type reactions, which are powerful multi-component reactions that lead to the formation of amide-containing compounds. These reactions are widely used in the synthesis of pharmaceuticals and natural products.
Used in Heterocyclic Chemistry:
1-(Isocyanomethyl)-1H-benzotriazole is used as a reactant for heterocyclization with imines, a process that results in the formation of nitrogen-containing heterocycles. These heterocycles are important structural motifs in many biologically active compounds and pharmaceuticals.
Used in Polymer Synthesis:
1-(Isocyanomethyl)-1H-benzotriazole is used in the preparation of silver (isocyanomethyl)benzotriazole polymeric complexes. These complexes have potential applications in various fields, such as catalysis, materials science, and as antimicrobial agents.
Used in Pharmaceutical Industry:
1-(Isocyanomethyl)-1H-benzotriazole is used as a building block for the synthesis of pharmaceutical compounds due to its reactivity and ability to form diverse heterocyclic structures, which are often found in drug molecules.
Used in Materials Science:
1-(Isocyanomethyl)-1H-benzotriazole is used in the development of new materials, such as polymers and metal complexes, that exhibit unique properties and potential applications in various industries, including electronics, coatings, and sensors.
Check Digit Verification of cas no
The CAS Registry Mumber 87022-42-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,0,2 and 2 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 87022-42:
(7*8)+(6*7)+(5*0)+(4*2)+(3*2)+(2*4)+(1*2)=122
122 % 10 = 2
So 87022-42-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H6N4/c1-9-6-12-8-5-3-2-4-7(8)10-11-12/h2-5H,6H2
87022-42-2Relevant articles and documents
Benzotriazol-1-ylalkyl Isocyanides: Versatile Synthons for Preparation of Unsymmetrical Formamidines
Katritzky, Alan R.,Sutharchanadevi, Murugan,Urogdi, Laszlo
, p. 1847 - 1851 (2007/10/02)
Adducts from benzotriazole, an aldehyde, and formamide are dehydrated to α-(benzotriazol-1-yl)alkyl isocyanides which readily add to secondary amines to form N'-(benzotriazol-1-ylalkyl)-N,N'-dialkylformamidines.The benzotriazolyl group in the latter is displaced by Grignard reagents to yield the corresponding unsymmetrical formamidines.
Synthesis of 1-Isocyanomethyl Azoles and Related Compounds
Saikachi, Haruo,Sasaki, Hideaki,Kitagawa, Tokujiro
, p. 723 - 726 (2007/10/02)
1-Isocyanomethyl azoles (11a-f) with trimethylformamidomethylammonium iodide (8), followed by dehydration of the resulting 1-formamidomethyl azoles (13a-f) using phosphorus oxychloride or triphenylphosphine/carbon tetrachloride.Furthermore, 1-substituted methyl-5-piperidinomethyltetrazoles(15a-f) were prepared by means of the four-component condensation of 14a-f with formaldehyde, sodium azide, and piperidine.Keywords - isocyanide; formamide; dehydration; azole; four-component condensation
