3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde

Base Information

• Chemical Name: 3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde
• CAS No.: 141620-25-9
• Molecular Formula: C₁₈H₂₆N₂O₈
• Molecular Weight: 398.413

Synonyms:3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde

Chemical Property of 3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde

Chemical Property:

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Technology Process of 3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde

There total 2 articles about 3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde 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:

3-(chloromethyl)-2-hydroxy-5-nitrobenzaldehyde (16644-30-7) + 1,4,7,10-tetraoxa-15-azacyclopentadecane (66943-05-3) → 3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde (141620-25-9)

Guidance literature:

In tetrahydrofuran; for 8h; Heating;

DOI:10.1039/c39910000147

Reference yield:

5-Nitrosalicylaldehyde (97-51-8) → 3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde (141620-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / 3 h / 20 °C / Reflux; Inert atmosphere

2: triethylamine / tetrahydrofuran / 20 °C / Reflux

With aluminum (III) chloride; triethylamine; In tetrahydrofuran;

DOI:10.1039/c3ra40321a

Reference yield:

3-((1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)methyl)-2-hydroxy-5-nitrobenzaldehyde (141620-25-9) + N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → dimethyl-thiocarbamic acid O-[2-formyl-4-nitro-6-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-ylmethyl)-phenyl] ester (288852-74-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h;

DOI:10.1021/jo000175r

upstream raw materials:

3-(chloromethyl)-2-hydroxy-5-nitrobenzaldehyde

1,4,7,10-tetraoxa-15-azacyclopentadecane

5-Nitrosalicylaldehyde

Downstream raw materials:

dimethyl-thiocarbamic acid O-[2-formyl-4-nitro-6-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-ylmethyl)-phenyl] ester

2-mercapto-5-nitro-3-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-ylmethyl)-benzaldehyde

dimethyl-thiocarbamic acid S-[2-formyl-4-nitro-6-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-ylmethyl)-phenyl] ester

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