1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide

Base Information

• Chemical Name: 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide
• CAS No.: 417715-50-5
• Molecular Formula: C₁₉H₂₀BrClN₃O₃P
• Molecular Weight: 484.717

Synonyms:1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide

Chemical Property of 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide

Chemical Property:

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Technology Process of 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide

There total 5 articles about 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ⁵-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-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: 92.6%

p-chlorphenylisocyanate (104-12-1) + 1-(2-bromoethyl)-3-propyl-2,3-dihydro-1,2,3-benzodiazaphosphorin-4(1H)-one 2-oxide (404958-71-0) → 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ5-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide (417715-50-5)

Guidance literature:

In tetrahydrofuran; triethylamine; at 20 ℃; for 3h;

DOI:10.1002/hc.1107

Reference yield:

isatoic anhydride (118-48-9) → 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ5-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide (417715-50-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 96.5 percent / dioxane / 1.5 h / 60 - 70 °C

2: 62.8 percent / sodium bicarbonate / acetonitrile / 8 h / Heating

3: 63.8 percent / phosphorus trichloride / benzene / 5 h / Heating

4: 92.6 percent / triethylamine; tetrahydrofuran / 3 h / 20 °C

With sodium hydrogencarbonate; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; triethylamine; acetonitrile; benzene;

DOI:10.1002/hc.1107

Reference yield:

2-amino-N-propylbenzamide (56814-10-9) → 1-(2-bromo-ethyl)-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-2λ5-benzo[1,3,2]diazaphosphinine-2-carboxylic acid (4-chloro-phenyl)-amide (417715-50-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 62.8 percent / sodium bicarbonate / acetonitrile / 8 h / Heating

2: 63.8 percent / phosphorus trichloride / benzene / 5 h / Heating

3: 92.6 percent / triethylamine; tetrahydrofuran / 3 h / 20 °C

With sodium hydrogencarbonate; phosphorus trichloride; In tetrahydrofuran; triethylamine; acetonitrile; benzene;

DOI:10.1002/hc.1107

upstream raw materials:

p-chlorphenylisocyanate

1-(2-bromoethyl)-3-propyl-2,3-dihydro-1,2,3-benzodiazaphosphorin-4(1H)-one 2-oxide

isatoic anhydride

2-amino-N-propylbenzamide

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