2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone

Base Information

• Chemical Name: 2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone
• CAS No.: 1201799-42-9
• Molecular Formula: C₁₅H₁₀ClN₃O₂
• Molecular Weight: 299.716

Synonyms:2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone

Chemical Property of 2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone

Chemical Property:

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Technology Process of 2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone

There total 2 articles about 2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone 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-chloro-3-diazo-1,3-dihydro-2H-indol-2-one (100487-78-3) + salicylaldehyde (90-02-8) → 2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone (1201799-42-9)

Guidance literature:

In methanol; for 3h; Reflux;

DOI:10.1016/j.bmc.2009.09.028

Reference yield:

5-chloroindole 2,3-dione (17630-76-1) → 2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone (1201799-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol

2: acetic acid / ethanol / 2 h / Reflux

With hydrazine hydrate; acetic acid; In ethanol;

DOI:10.1007/s00044-011-9644-y

Reference yield: 75.0%

2-hydroxybenzaldehyde-N-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone (1201799-42-9) + chloroacetyl chloride (79-04-9) → 5-chloro-3-[3-chloro-2-(2-hydroxyphenyl)-4-oxoazetidin-1-ylimino]indolin-2-one (1312785-37-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 0 - 5 ℃; for 8h;

DOI:10.1007/s00044-011-9644-y

upstream raw materials:

5-chloro-3-diazo-1,3-dihydro-2H-indol-2-one

salicylaldehyde

5-chloroindole 2,3-dione

Downstream raw materials:

3-(5-chloro-2-oxoindolin-3-ylideneamino)-2-(2-hydroxyphenyl)thiazolidin-4-one

5-chloro-3-[3-chloro-2-(2-hydroxyphenyl)-4-oxoazetidin-1-ylimino]indolin-2-one

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