difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N¹,N²]boron

Base Information

• Chemical Name: difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N¹,N²]boron
• CAS No.: 1586824-82-9
• Molecular Formula: C₅₉H₅₃BF₂N₄O₆S₂
• Molecular Weight: 1027.03

Synonyms:

Chemical Property of difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N¹,N²]boron

Chemical Property:

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Technology Process of difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N¹,N²]boron

There total 3 articles about difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N¹,N²]boron 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: 43.0%

C53H51BF2N2O4S2 (1586824-91-0) + cyanoacetic acid (372-09-8) → difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N1,N2]boron (1586824-82-9) + difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-formylthiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-l-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N1,N2]boron (1586824-87-4)

Guidance literature:

With piperidine; In tetrahydrofuran; for 5h; Reflux;

DOI:10.1039/c3ta15340a

Reference yield:

C63H71BF2N2O6S2 (1586824-89-6) → difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N1,N2]boron (1586824-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 40 °C / Darkness

2.1: piperidine / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

2.2: 6 h / Reflux; Inert atmosphere

With piperidine; toluene-4-sulfonic acid; In tetrahydrofuran; water;

Reference yield:

C63H71BF2N2O6S2 (1586824-89-6) → difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-1-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N1,N2]boron (1586824-82-9) + difluoro[5-(3-hexyl-5-(2-carboxy-2-cyanovinyl)thiophen-2-yl)-1-[[5-(3-hexyl-5-formylthiophen-2-yl)-3-(2-methoxyphenyl)-2H-isoindole-l-yl]methylene]-3-(2-methoxyphenyl)-1H-isoindolate-N1,N2]boron (1586824-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / tetrahydrofuran; water

2: piperidine / tetrahydrofuran / 5 h / Reflux

With piperidine; toluene-4-sulfonic acid; In tetrahydrofuran; water; 2: |Knoevenagel Condensation;

DOI:10.1039/c3ta15340a

upstream raw materials:

C₆₃H₇₁BF₂N₂O₆S₂

C₅₃H₅₁BF₂N₂O₄S₂

cyanoacetic acid

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