5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide

Base Information

• Chemical Name: 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide
• CAS No.: 1516902-80-9
• Molecular Formula: C₂₇H₂₁BrN₄O₄
• Molecular Weight: 545.392

Synonyms:5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide

Chemical Property of 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide

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Technology Process of 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide

There total 3 articles about 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.0%

5-(4-bromo-benzyloxy)-4-oxo-4H-chromene-2-carboxylic acid prop-2-ynylamide (1516902-78-5) + benzyl azide (622-79-7) → 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide (1516902-80-9)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1021/jm401649j

Reference yield:

5-((4-bromobenzyl)oxy)-4-oxo-4H-chromene-2-carboxylic acid (1353747-19-9) → 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide (1516902-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C

2: sodium L-ascorbate; copper(ll) sulfate pentahydrate / N,N-dimethyl-formamide / 24 h / 20 °C

With copper(ll) sulfate pentahydrate; benzotriazol-1-ol; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; 2: |Huisgen Cycloaddition;

DOI:10.1021/jm401649j

Reference yield:

benzyl bromide (100-39-0) → 5-(4-bromobenzyloxy)-4-oxo-4H-chromene-2-carboxylic acid (1-benzyl-1H-[1,2,3]-triazol-4-ylmethyl)amide (1516902-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 20 °C

2: sodium L-ascorbate; copper(ll) sulfate pentahydrate / N,N-dimethyl-formamide / 24 h / 20 °C

With sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate; In N,N-dimethyl-formamide; 2: |Huisgen Cycloaddition;

DOI:10.1021/jm401649j

upstream raw materials:

5-(4-bromo-benzyloxy)-4-oxo-4H-chromene-2-carboxylic acid prop-2-ynylamide

benzyl azide

5-((4-bromobenzyl)oxy)-4-oxo-4H-chromene-2-carboxylic acid

benzyl bromide

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