69218-46-8

Basic information

• Product Name: Ethyl 1H-benzotriazole-1-acetate
• Synonyms: (1H-Benzotriazole-1-yl)acetic acid ethyl ester;1H-Benzotriazole-1-acetic acid ethyl ester;Ethyl 1H-benzotriazole-1-acetate;Ethyl 2-(1H-1,2,3-benzotriazol-1-yl)acetate
• CAS NO: 69218-46-8
• Molecular Formula: C₁₀H₁₁N₃O₂
• Molecular Weight: 205.21
• Mol File: 69218-46-8.mol
• Article Data: 37

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl 1H-benzotriazole-1-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 1H-benzotriazole-1-acetate(69218-46-8)
• EPA Substance Registry System: Ethyl 1H-benzotriazole-1-acetate(69218-46-8)

Safety Data

• Hazardous Substances Data: 69218-46-8(Hazardous Substances Data)

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 105-39-5 chloroacetic acid ethyl ester 
• 105-36-2 ethyl bromoacetate 
• 637-81-0 ethyl-2-azidoacetate 
• 4733-52-2 phthaloyl peroxide 
• 88-95-9 Phthaloyl dichloride 
• 623-73-4 diazoacetic acid ethyl ester 
• 95-54-5 1,2-diamino-benzene 
• 1610366-31-8 C₁₀H₁₃N₃O₂ 
• 1610366-30-7 C₈H₁₁N₃O 
• 5344-90-1 2-Aminobenzyl alcohol 
• 57601-36-2 2-(3-acetyl-3-methyltriaz-1-en-1-yl)benzoic acid 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 4144-64-3 2-(1H-1,2,3-benzotriazol-1-yl)acetic acid 
• 122502-94-7 2-(1H-benzo[d][1,2,3]triazol-1-yl)acetohydrazide 
• 5933-29-9 benzotriazole-1-carboxamide 
• 127876-36-2 2-(benzotriazol-1-yl)acetophenone 

Relevant articles and documents

Synthesis, local anesthetic activity and QSAR studies for a set of N-[2-(alkylamino)ethyl]benzotriazol-x-yl acetamides

A set of N-[2-(alkylamino)ethyl]benzotriazol-x-yl acetamides were synthesized and tested for local anesthetic activity. The compounds were designed by varying independently the hydrophobicity and size of the side chains. Anesthetic activity was assessed by different tests using lidocaine as a reference: rabbit corneal and mouse tail anesthesia. These two anesthetic activities were correlated with calculated log P values and significant linear dependences were observed. The three most potent compounds of the series were evaluated in the rat sciatic nerve block assay and their acute toxicity in mice was also assessed. Compound 4b(N-[2-(diethylamino)ethyl]benzotriazol-2-yl acetamide), which has an anesthetic activity comparable to that of lidocaine, was also characterized by a more favorable therapeutic index.

B(C6F5)3-Catalyzed site-selective N1-alkylation of benzotriazoles with diazoalkanes

Alkylation of benzotriazoles is synthetically challenging, often leading to mixtures of N1 and N2 alkylation. Herein, metal-free catalytic site-selective N1-alkylation of benzotriazoles with diazoalkanes is described in the presence of 10 mol% of B(C6F5)3. These reactions provide N1-alkylated benzotriazoles in good to excellent yields and this protocol is successfully adapted to gram-scale syntheses as well as a derivative with antimicrobial activity.

Synthesis and characterization of ethyl benzotriazolyl acrylate-based D-π-A fluorophores for live cell-based imaging applications

A series of eight new ethyl (Z)-benzotriazolyl acrylates 6a-d and 7a-d have been synthesized by conventional heating and microwave irradiation from ethyl benzotriazolyl acetates 3 and 4 with the corresponding aromatic aldehydes. This work reports the synthetic approach and spectroscopic characterization (1H, 13C-NMR, HRMS) of all the synthesized compounds. X-ray diffraction analyses were performed for molecules 6a, 7a and 7d. Photophysical properties of compounds were evaluated. Finally, compound 6a was tested in a human cell line and showed low to no cytotoxicity at relevant concentrations. Initial testing demonstrates its potential use as a fluid-phase fluorescent marker for live cell imaging.