ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate

Base Information

• Chemical Name: ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate
• CAS No.: 1394237-82-1
• Molecular Formula: C₁₉H₁₆N₄O₄S
• Molecular Weight: 396.426

Synonyms:ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate

Chemical Property of ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate

Chemical Property:

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Technology Process of ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate

There total 2 articles about ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate 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: 88.0%

C12H10N4O2 (1394237-93-4) + p-toluenesulfonyl chloride (98-59-9) → ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394237-82-1)

Guidance literature:

C₁₂H₁₀N₄O₂; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 20 ℃; for 7h; Inert atmosphere;

DOI:10.3762/bjoc.8.93

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394237-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol / 20 °C / Reflux; Inert atmosphere

1.2: 24 h / Inert atmosphere; Reflux

2.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 7 h / 20 °C / Inert atmosphere

With triethylamine; In tetrahydrofuran; ethanol;

DOI:10.3762/bjoc.8.93

Reference yield: 98.0%

methyl(propargyl)amine (35161-71-8) + ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394237-82-1) → N-methyl-5-[(4-methylbenzene)sulfonyl]-N-(prop-2-yn-1-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide (1394237-97-8)

Guidance literature:

With zirconium(IV) tert-butoxide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.3762/bjoc.8.93

upstream raw materials:

C₁₂H₁₀N₄O₂

p-toluenesulfonyl chloride

indole-2,3-dione

Downstream raw materials:

N-(furan-2-ylmethyl)-5-[(4-methylbenzene)sulfonyl]-N-(prop-2-yn-1-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide

13-(furan-2-ylmethyl)-8-[(4-methylbenzene)sulfonyl]-8,10,13-triazatetracyclo[7.7.0.02,7.011,15]hexadeca-1⁽¹⁶⁾,2⁽⁷⁾,3,5,9,11⁽¹⁵⁾-hexaen-12-one

N-methyl-5-[(4-methylbenzene)sulfonyl]-N-(prop-2-yn-1-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide

N-(2-methoxyethyl)-5-[(4-methylbenzene)sulfonyl]-N-(prop-2-yn-1-yl)-5H-[1,2,4]triazino[5,6-b]indole-3-carboxamide

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