N₄-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N₂-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: N₄-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N₂-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine
• CAS No.: 1421918-03-7
• Molecular Formula: C₂₀H₁₈ClIN₄O₄S
• Molecular Weight: 572.811

Synonyms:N₄-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N₂-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine

Chemical Property of N₄-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N₂-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N₄-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N₂-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine

There total 8 articles about N₄-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N₂-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine 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: 77.0%

N-4-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N-2-(3-(3-chloropropylsulfonyl)phenyl)pyrimidine-2,4-diamine (1421918-02-6) → N4-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N2-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine (1421918-03-7)

Guidance literature:

With sodium iodide; In acetone; at 60 ℃; for 72h;

DOI:10.1002/cmdc.201200264

Reference yield:

5-chlorobenzo[d][1,3]dioxolcyclopenten-4-amine (379228-45-2) → N4-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N2-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine (1421918-03-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 °C / Schlenk technique; Inert atmosphere

2: toluene-4-sulfonic acid / 1,4-dioxane / 48 h / 100 °C

3: sodium iodide / acetone / 72 h / 60 °C

With sodium hydride; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; 1,4-dioxane; acetone; mineral oil; 3: |Finkelstein Reaction;

DOI:10.1002/cmdc.201200264

Reference yield:

1-(3-chloropropylsulfonyl)-3-nitrobenzene (187161-39-3) → N4-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N2-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine (1421918-03-7)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen / methanol / 16 h / 20 °C / 1125.11 - 1500.15 Torr

2: toluene-4-sulfonic acid / 1,4-dioxane / 48 h / 100 °C

3: sodium iodide / acetone / 72 h / 60 °C

With palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; sodium iodide; In 1,4-dioxane; methanol; acetone; 3: |Finkelstein Reaction;

DOI:10.1002/cmdc.201200264

upstream raw materials:

1-(3-chloropropylsulfonyl)-3-nitrobenzene

3-(3-chloropropylsulfonyl)aniline

2-chloro-N-(5-chlorobenzo[d][1,3]dioxol-4-yl)pyrimidin-4-amine

N-4-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N-2-(3-(3-chloropropylsulfonyl)phenyl)pyrimidine-2,4-diamine

Downstream raw materials:

C₂₀H₁₈Cl⁽¹⁸⁾FN₄O₄S

3-(3-(4-(5-chlorobenzo-[d][1,3]dioxol-4-ylamino)pyrimidin-2-ylamino)phenylsulfonyl)propyl4-methylbenzenesulfonate

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