3-(Tosyloxy)propyl phthaliMide

Base Information

• Chemical Name: 3-(Tosyloxy)propyl phthaliMide
• CAS No.: 88597-06-2
• Molecular Formula: C18H17NO5S
• Molecular Weight: 359.403
• Mol file: 88597-06-2.mol

Synonyms:N-(3-hydroxy-1-propyl)-phthalimide tosylate;1,3-dihydro-2-(3-((4-methylphenylsulphonyl)oxy)propyl)-2H-isoindol-1,3-dione;3-(1,3-dioxoisoindolin-2-yl)propyl 4-methylbenzenesulfonate;

Chemical Property of 3-(Tosyloxy)propyl phthaliMide

Chemical Property:

• PSA: 89.13000
• LogP: 3.40530

Purity/Quality:

99% ^*data from raw suppliers

3-(Tosyloxy)propylphthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(Tosyloxy)propyl phthaliMide

There total 14 articles about 3-(Tosyloxy)propyl phthaliMide 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: 96.0%

N-(3-hydroxypropyl)phthalimide (883-44-3) + p-toluenesulfonyl chloride (98-59-9) → 3-(phthalimido)propyl-p-toluenesulfonate (88597-06-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12.1667h;

Reference yield: 74.0%

N-<3-(N-nitroso-p-tolylsulfonamido)propyl>phthalimide (88597-05-1) → 3-(phthalimido)propyl-p-toluenesulfonate (88597-06-2)

Guidance literature:

With sodium carbonate; In tetrachloromethane; for 26h; Heating;

DOI:10.1016/S0040-4020(01)88659-2

Reference yield:

2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1) → 3-(phthalimido)propyl-p-toluenesulfonate (88597-06-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / dimethylsulfoxide / 6 h / 65 °C

2: H₂, conc. HCl / PtO₂ / ethanol / 760 Torr

3: Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

4: 87 percent / Ac₂O, sodium nitrite / acetic acid / 10 h / 0 °C

5: 0.78 g / Na₂CO₃ / CCl₄ / 24 h / Heating

With hydrogenchloride; hydrogen; acetic anhydride; sodium carbonate; triethylamine; sodium nitrite; platinum(IV) oxide; In tetrachloromethane; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide;

DOI:10.1021/ja00225a033

upstream raw materials:

N-<3-(N-nitroso-p-tolylsulfonamido)propyl>phthalimide

N-(3-hydroxypropyl)phthalimide

p-toluenesulfonyl chloride

N-(N³-p-toluenesulfonyl)-3-aminopropylphthalimide

Downstream raw materials:

C₁₀₂H₁₂₄N₁₀O₂₀S₈

C₁₂₂H₁₅₀N₁₂O₂₄S₁₀

4,8,13,17-tetratosyl-N¹,N¹:N²⁰,N²⁰-diphthaloyl-4,8,13,17-tetraazaeicosane-1,20-diamine

N-(3-iodopropyl)phthalimide