5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione

Base Information

• Chemical Name: 5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione
• CAS No.: 1027585-67-6
• Molecular Formula: C₁₇H₁₂INO₂
• Molecular Weight: 389.192
• Mol file: 1027585-67-6.mol

Synonyms:5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione

Chemical Property of 5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione

There total 1 articles about 5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione 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:

5-iodoisatin (20780-76-1) + Cinnamyl bromide (4392-24-9) → 5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione (1027585-67-6)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) DMF, RT, 1 h, 2.) DMF, RT, overnight;

DOI:10.1021/jm960603e

Reference yield:

5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione (1027585-67-6) → 2,3-Dioxo-1-(3-phenyl-propyl)-2,3-dihydro-1H-indole-5-carboxylic acid amide

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N, (Ph₃P)2PdCl₂ / dimethylformamide / 18 h / 50 - 60 °C

2: aq. K₂CO₃ / methanol / 24 h / 55 - 60 °C

3: EDC / dimethylformamide / 2 h / Ambient temperature

4: Et₃N, CH₂(NH₂)2*2HCl / dioxane; H₂O / 24 h / Ambient temperature

5: H₂ / 10percent Pd/C / ethyl acetate / 0.25 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; hydrogen; methylenediamine dihydrochloride; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm960603e

Reference yield:

5-Iodo-1-((E)-3-phenyl-allyl)-1H-indole-2,3-dione (1027585-67-6) → 3-Hydroxy-2-oxo-1-(3-phenyl-propyl)-2,3-dihydro-1H-indole-5-carboxylic acid amide

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N, (Ph₃P)2PdCl₂ / dimethylformamide / 18 h / 50 - 60 °C

2: aq. K₂CO₃ / methanol / 24 h / 55 - 60 °C

3: EDC / dimethylformamide / 2 h / Ambient temperature

4: Et₃N, CH₂(NH₂)2*2HCl / dioxane; H₂O / 24 h / Ambient temperature

5: H₂ / 10percent Pd/C / ethyl acetate / 0.25 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; hydrogen; methylenediamine dihydrochloride; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm960603e

upstream raw materials:

5-iodoisatin

Cinnamyl bromide

Downstream raw materials:

2,3-Dioxo-1-((E)-3-phenyl-allyl)-2,3-dihydro-1H-indole-5-carboxylic acid methyl ester

2,3-Dioxo-1-((E)-3-phenyl-allyl)-2,3-dihydro-1H-indole-5-carboxylic acid

2,3-Dioxo-1-((E)-3-phenyl-allyl)-2,3-dihydro-1H-indole-5-carboxylic acid amide

2,3-Dioxo-1-((E)-3-phenyl-allyl)-2,3-dihydro-1H-indole-5-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester