1-ALLYL-3-HYDRAZONO-1,3-DIHYDRO-INDOL-2-ONE

Base Information

• Chemical Name: 1-ALLYL-3-HYDRAZONO-1,3-DIHYDRO-INDOL-2-ONE
• CAS No.: 832-83-7
• Molecular Formula: C₁₁H₁₁N₃O
• Molecular Weight: 201.228
• Hs Code.: 2933790090
• Mol file: 832-83-7.mol

Synonyms:1H-Indole-2,3-dione,1-(2-propenyl)-, 3-hydrazone (9CI); Indole-2,3-dione, 1-allyl-, 3-hydrazone(7CI,8CI)

Chemical Property of 1-ALLYL-3-HYDRAZONO-1,3-DIHYDRO-INDOL-2-ONE

Chemical Property:

• Vapor Pressure: 1.45E-05mmHg at 25°C
• Boiling Point: 366.6°C at 760 mmHg
• Flash Point: 175.5°C
• PSA: 58.69000
• Density: 1.24g/cm³
• LogP: 1.64730

Purity/Quality:

99% ^*data from raw suppliers

3-hydrazinylidene-1-(prop-2-en-1-yl)-2,3-dihydro-1H-indol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-ALLYL-3-HYDRAZONO-1,3-DIHYDRO-INDOL-2-ONE

There total 2 articles about 1-ALLYL-3-HYDRAZONO-1,3-DIHYDRO-INDOL-2-ONE 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:

1-allyl-1H-indole-2,3-dione (830-74-0) → 1-allylisatin 3-hydrazone (832-83-7)

Guidance literature:

With hydrazine hydrate; In methanol; Reflux;

DOI:10.1021/acs.joc.8b00737

Reference yield:

→ 1-allylisatin 3-hydrazone (832-83-7)

Guidance literature:

N-Allyl-isatin, 100percentig. Hydrazinhydrat, in A., Siedetemp., 30 min;

DOI:10.1039/jr9640004734

Reference yield:

1-allylisatin 3-hydrazone (832-83-7) → 1-allyl-3-fluoro-3-(3-methyl-5-oxo-1-phenyl-4-(phenylamino)-4,5-dihydro-1H-pyrazol-4-yl)indolin-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: Selectfluor; lithium acetate / 1,2-dichloro-ethane / 70 - 80 °C

2: C₁₅H₁₆F₃N₃O₂ / acetonitrile / 36 h / 25 °C

With C₁₅H₁₆F₃N₃O₂; lithium acetate; Selectfluor; In 1,2-dichloro-ethane; acetonitrile; 2: |Mannich Aminomethylation;

DOI:10.1039/c9ob01350d

upstream raw materials:

1-allyl-1H-indole-2,3-dione

Refernces

• 1、 Yang, Qiong,Dai, Guo-Li,Yang, Yu-Ming,Luo, Zhuangzhu,Tang, Zhen-Yu. "Solvent Effects: Syntheses of 3,3-Difluorooxindoles and 3-Fluorooxindoles from Hydrazonoindolin-2-one by Selectfluor". . p. 6762 - 6768. Retrieved 2018/05/29.