106535-16-4

Basic information

• Product Name: METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE
• Synonyms: METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE;METHYL-2-(1H-1,2,4-TRIAZOLE-1-YL) ACETATE;CBI-BB ZERO/004586
• CAS NO: 106535-16-4
• Molecular Formula: C5H7N3O2
• Molecular Weight: 141.13
• Mol File: 106535-16-4.mol

Chemical Properties

• Boiling Point: 80°/0.3mm
• Flash Point: 114.7 °C
• Appearance: /
• Density: 1.31 g/cm³
• Vapor Pressure: 0.00883mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE(106535-16-4)
• EPA Substance Registry System: METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE(106535-16-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 106535-16-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE is used as a key intermediate in the synthesis of various pharmaceuticals. Its chemical properties allow it to be a crucial component in the development of new drugs, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE is used as a precursor in the production of fungicides, herbicides, and insecticides. Its application in this industry helps in the development of effective crop protection products, ensuring better agricultural yields and food security.
Used in Organic Synthesis:
METHYL 2-(1H-1,2,4-TRIAZOL-1-YL)ACETATE is used as a versatile reagent in organic synthesis. Its ability to participate in a variety of chemical reactions makes it an essential tool for the creation of complex organic molecules, which can be utilized in various industries, including the development of new materials and chemicals.

InChI:InChI=1/C5H7N3O2/c1-10-5(9)2-8-4-6-3-7-8/h3-4H,2H2,1H3

Upstream product

• 96-32-2 bromoacetic acid methyl ester 
• 288-88-0 1,2,4-Triazole 
• 288-88-0 1,2,4-Triazole 
• 96-34-4 methyl chloroacetate 

Downstream Products

• 28711-29-7 2-(1H-1,2,4-triazol-1-yl)acetic acid 

Relevant articles and documents

Taming Ambident Triazole Anions: Regioselective Ion Pairing Catalyzes Direct N-Alkylation with Atypical Regioselectivity

Controlling the regioselectivity of ambident nucleophiles toward alkylating agents is a fundamental problem in heterocyclic chemistry. Unsubstituted triazoles are particularly challenging, often requiring inefficient stepwise protection-deprotection strategies and prefunctionalization protocols. Herein we report on the alkylation of archetypal ambident 1,2,4-triazole, 1,2,3-triazole, and their anions, analyzed by in situ 1H/19F NMR, kinetic modeling, diffusion-ordered NMR spectroscopy, X-ray crystallography, highly correlated coupled-cluster computations [CCSD(T)-F12, DF-LCCSD(T)-F12, DLPNO-CCSD(T)], and Marcus theory. The resulting mechanistic insights allow design of an organocatalytic methodology for ambident control in the direct N-alkylation of unsubstituted triazole anions. Amidinium and guanidinium receptors are shown to act as strongly coordinating phase-transfer organocatalysts, shuttling triazolate anions into solution. The intimate ion pairs formed in solution retain the reactivity of liberated triazole anions but, by virtue of highly regioselective ion pairing, exhibit alkylation selectivities that are completely inverted (1,2,4-triazole) or substantially enhanced (1,2,3-triazole) compared to the parent anions. The methodology allows direct access to 4-alkyl-1,2,4-triazoles (rr up to 94:6) and 1-alkyl-1,2,3-triazoles (rr up to 99:1) in one step. Regioselective ion pairing acts in effect as a noncovalent in situ protection mechanism, a concept that may have broader application in the control of ambident systems.

Preparation method of imidazole and triazole compound intermediates

The invention belongs to the technical field of imidazole compound preparation, and particularly relates to a preparation method of imidazole and triazole compound intermediates. The preparation method comprises the steps of (1) stirring and mixing a comp

Preparing method of triazole compound

The invention discloses a preparing method of a triazole compound. The synthesis process includes the following step of conducting the substitution reaction on the main raw material (a compound shownin the formula III) and a compound shown in the formula

fukang zuo and its intermediate synthesis method

The invention provides a synthesis method of efinaconazole. The method comprises the following steps: carrying out substitution reaction on a compound (8) and a compound (9) to obtain a compound (7), carrying out amidation reaction to obtain a compound (6), carrying out Grignard addition reaction on the compound (6) to obtain a compound (5), carrying out addition reaction on the compound (5) and nitroethane to obtain a racemic mixture (4), carrying out chiral resolution to obtain a compound (3), carrying out reduction reaction on the compound (3) to obtain a compound (2), and finally, carrying out substitution reaction on the compound (2) and a compound (10) to obtain the efinaconazole. The method provided by the invention is simple to operate, has the advantages of low production cost and favorable product quality, and is suitable for industrial production.

Efficient synthesis and in vitro antifungal activity of 1H-benzimidazol-1-yl acetates/propionates containing 1H-1,2,4-triazole moiety

A series of novel 1H-benzimidazol-1-yl acetates and 1H-benzimidazol-1-yl propionates containing 1H-1,2,4-triazole moiety were synthesized under microwave irradiation by multi-step reactions, in yields of 87-94%. Their in vitro antifungal activities against Botrytis cinerea and Sclerotinia sclerotiorum were evaluated by mycelial growth rate method. All the target compounds exhibit high activities against B. cinerea with the EC50 values of 7.96-21.74 μg/mL, higher than that of carbendazim.