9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 ^3,8.0^13,17]-octadeca-1⁽¹⁸⁾,3⁽⁸⁾,4,6,11,13⁽¹⁷⁾-hexaen-10-one

Base Information

• Chemical Name: 9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 ^3,8.0^13,17]-octadeca-1⁽¹⁸⁾,3⁽⁸⁾,4,6,11,13⁽¹⁷⁾-hexaen-10-one
• CAS No.: 1628347-85-2
• Molecular Formula: C₂₀H₁₄N₂O₃
• Molecular Weight: 330.343

Synonyms:9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 ^3,8.0^13,17]-octadeca-1⁽¹⁸⁾,3⁽⁸⁾,4,6,11,13⁽¹⁷⁾-hexaen-10-one

Chemical Property of 9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 ^3,8.0^13,17]-octadeca-1⁽¹⁸⁾,3⁽⁸⁾,4,6,11,13⁽¹⁷⁾-hexaen-10-one

Chemical Property:

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Technology Process of 9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 ^3,8.0^13,17]-octadeca-1⁽¹⁸⁾,3⁽⁸⁾,4,6,11,13⁽¹⁷⁾-hexaen-10-one

There total 3 articles about 9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 ^3,8.0^13,17]-octadeca-1⁽¹⁸⁾,3⁽⁸⁾,4,6,11,13⁽¹⁷⁾-hexaen-10-one 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: 48.0%

2-iodophenylamine (615-43-0) + C14H10INO3 (1377927-14-4) → 9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 3,8.013,17]-octadeca-1(18),3(8),4,6,11,13(17)-hexaen-10-one (1628347-85-2)

Guidance literature:

With copper(l) iodide; potassium carbonate; In dimethyl sulfoxide; at 135 ℃; for 17h; Inert atmosphere;

DOI:10.1002/adsc.201301020

Reference yield:

6-iodobenzo[d][1,3]dioxole-5-carboxylic acid (60229-66-5) → 9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 3,8.013,17]-octadeca-1(18),3(8),4,6,11,13(17)-hexaen-10-one (1628347-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / N,N-dimethyl-formamide / 3 h / 80 °C

2: pyridine / dichloromethane / 0 - 20 °C

3: potassium carbonate; copper(l) iodide / dimethyl sulfoxide / 17 h / 135 °C / Inert atmosphere

With pyridine; copper(l) iodide; thionyl chloride; potassium carbonate; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/adsc.201301020

Reference yield:

6-iodobenzo[d][1,3]dioxole-5-carbonyl chloride (139058-93-8) → 9-phenyl-14,16-dioxa-2,9-diazatetracyclo[9.7.0.0 3,8.013,17]-octadeca-1(18),3(8),4,6,11,13(17)-hexaen-10-one (1628347-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0 - 20 °C

2: potassium carbonate; copper(l) iodide / dimethyl sulfoxide / 17 h / 135 °C / Inert atmosphere

With pyridine; copper(l) iodide; potassium carbonate; In dichloromethane; dimethyl sulfoxide;

DOI:10.1002/adsc.201301020

upstream raw materials:

2-iodophenylamine

C₁₄H₁₀INO₃

6-iodobenzo[d][1,3]dioxole-5-carboxylic acid

6-iodobenzo[d][1,3]dioxole-5-carbonyl chloride

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