3-{2-[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]hydrazino}-2H-indol-2-one

Base Information

• Chemical Name: 3-{2-[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]hydrazino}-2H-indol-2-one
• CAS No.: 70565-00-3
• Molecular Formula: C15H11 N3 O2
• Molecular Weight: 265.271
• Mol file: 70565-00-3.mol

Synonyms:Benzaldehyde,2-hydroxy-, (1,2-dihydro-2-oxo-3H-indol-3-ylidene)hydrazone (9CI); NSC 322348

Chemical Property of 3-{2-[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]hydrazino}-2H-indol-2-one

Chemical Property:

• Vapor Pressure: 1.73E-07mmHg at 25°C
• Boiling Point: 426.7°Cat760mmHg
• Flash Point: 211.9°C
• Density: 1.34g/cm³

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-{2-[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]hydrazino}-2H-indol-2-one

There total 3 articles about 3-{2-[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]hydrazino}-2H-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: 98.0%

3-hydrazonoindolin-2-one (2365-44-8) + salicylaldehyde (90-02-8) → 2-hydroxybenzaldehyde-N-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone (70565-00-3)

Guidance literature:

With propyl sulfonic acid functionalized SBA-15 mesoporous silica; In neat (no solvent); at 120 ℃; for 0.0833333h; Green chemistry;

DOI:10.4067/S0717-97072016000200017

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 2-hydroxybenzaldehyde-N-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone (70565-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / 0.42 h / Reflux

2: methanol / 3 h / Reflux

With hydrazine hydrate; In methanol;

Reference yield:

→ 2-hydroxybenzaldehyde-N-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone (70565-00-3)

Guidance literature:

/BRN= 137064/ (1b), o-HO-C6H4-CHO;

upstream raw materials:

3-hydrazonoindolin-2-one

salicylaldehyde

indole-2,3-dione