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

Base Information

• Chemical Name: prop-2-yn-1-yl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate
• CAS No.: 1394238-37-9
• Molecular Formula: C₂₀H₁₄N₄O₄S
• Molecular Weight: 406.422

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

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

Chemical Property:

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

There total 4 articles about prop-2-yn-1-yl 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: 84.0%

ethyl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394237-82-1) + propargyl alcohol (107-19-7) → prop-2-yn-1-yl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394238-37-9)

Guidance literature:

With Otera’s Catalyst; In toluene; at 105 ℃; for 12h; Inert atmosphere;

DOI:10.3762/bjoc.8.93

Reference yield:

C12H10N4O2 (1394237-93-4) → prop-2-yn-1-yl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394238-37-9)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 7 h / 20 °C / Inert atmosphere

2.1: Otera’s Catalyst / toluene / 12 h / 105 °C / Inert atmosphere

With Otera’s Catalyst; triethylamine; In tetrahydrofuran; toluene;

DOI:10.3762/bjoc.8.93

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → prop-2-yn-1-yl 5-[(4-methylbenzene)sulfonyl]-5H-[1,2,4]triazino[5,6-b]indole-3-carboxylate (1394238-37-9)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 7 h / 20 °C / Inert atmosphere

2.1: Otera’s Catalyst / toluene / 12 h / 105 °C / Inert atmosphere

With Otera’s Catalyst; triethylamine; In tetrahydrofuran; toluene;

DOI:10.3762/bjoc.8.93

upstream raw materials:

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

propargyl alcohol

C₁₂H₁₀N₄O₂

indole-2,3-dione

Downstream raw materials:

8-[(4-methylbenzene)sulfonyl]-13-oxa-8,10-diazatetracyclo-[7.7.0.02,7.011,15]hexadeca-1⁽⁹⁾,2⁽⁷⁾,3,5,10,15-hexaen-12-one

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