111184-75-9 Usage
Description
N-(1H-Benzotriazol-1-ylmethyl)benzamide is a chemical compound that features a benzotriazole group attached to a benzamide moiety. This unique structure endows it with versatile reactivity and properties, making it a valuable component in various chemical reactions and applications.
Uses
Used in Organic Synthesis:
N-(1H-Benzotriazol-1-ylmethyl)benzamide is used as a reactant for amidoalkylation reactions, where it serves as a key intermediate in the synthesis of complex organic molecules. Its benzotriazole group enhances the reactivity and selectivity of the molecule, facilitating the formation of desired products.
Used in Reagent Development:
In the field of reagent development, N-(1H-Benzotriazol-1-ylmethyl)benzamide is used as a reactant for substitution reactions involving the benzotriazolyl group. For instance, it can be substituted with allyl samarium bromide, a powerful reducing agent, to generate new reagents with unique properties and applications.
Used in Cycloaddition Reactions:
N-(1H-BENZOTRIAZOL-1-YLMETHYL)BENZAMIDE& is also utilized in dipolar cycloaddition reactions, where its benzotriazole group can participate in the formation of cyclic products. These reactions are important for the synthesis of nitrogen-containing heterocycles, which are prevalent in pharmaceuticals and natural products.
Used in Rearrangements:
N-(1H-Benzotriazol-1-ylmethyl)benzamide is employed in rearrangement reactions, where it undergoes structural transformations to yield new compounds with different properties. These rearrangements can be useful for the development of novel synthetic routes and the discovery of new chemical entities.
Check Digit Verification of cas no
The CAS Registry Mumber 111184-75-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,1,1,8 and 4 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 111184-75:
(8*1)+(7*1)+(6*1)+(5*1)+(4*8)+(3*4)+(2*7)+(1*5)=89
89 % 10 = 9
So 111184-75-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H12N4O/c19-14(11-6-2-1-3-7-11)15-10-18-13-9-5-4-8-12(13)16-17-18/h1-9H,10H2,(H,15,19)
111184-75-9Relevant articles and documents
Amidoalkylating properties of 1-(N -acylamino)alkyltriphenylphosphonium salts
Pazdzierniok-Holewa, Agnieszka,Adamek, Jakub,Mazurkiewicz, Roman,Zielinska, Katarzyna
, p. 205 - 212 (2013/07/05)
Easily accessible 1-(N-acylamino)alkyltriphenylphosphonium salts react smoothly with nitrogen, sulfur, phosphorus and oxygen nucleophiles in the presence of (i-Pr)2EtN to give the expected α-amidoalkylation products, usually in good or very good yields. α-Amidoalkylation of dialkyl malonates or acetylacetates requires the application of a much stronger base (DBU) and gives the best results under the influence of microwave irradiation. α-Amidoalkylation of enamines was carried out successfully in the presence of (i-Pr)2EtN in a microwave reactor. 1-(N-Acylamino)alkyltriphenylphosphonium salts can be considered as new, convenient and effective α-amidoalkylation agents.
Synthesis of N-[1-(trialkylstannyl)alkyl]amides and -amines by the displacement of benzotriazoles with trialkylstannyllithiums
Pearson,Stevens
, p. 904 - 906 (2007/10/02)
Condensation of benzotriazole, an aldehyde, and either an amine or amide using the method of Katritzky gave N-[1-benzotriazol-1-yl)alkyl]amides and -amines, which were treated with tributylstannyllithium or trimethylstannyllithium to afford N-[1-(trialkylstannyl)alkyl]amides and -amines, respectively. These compounds are important precursors of nitrogen-substituted organolithium reagents.
The Chemistry of Benzotriazole. Part 3. The Aminoalkylation of Benzotriazole
Katritzky, Alan R.,Rachwal, Stanislaw,Rachwal, Bogumila
, p. 799 - 804 (2007/10/02)
1-(1-Hydroxyalkyl)benzotriazoles convert a wide variety of aromatic and heteroaromatic primary amines into their mono N- derivatives in high yield.Aliphatic primary amines frequently give bis-derivatives.Product structure is established by 13C n.m.r.; dangers in the use of 1H n.m.r. to distinguish 1- and 2-substituted benzotriazoles are pointed out.
