1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile

Base Information

• Chemical Name: 1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile
• CAS No.: 1628223-87-9
• Molecular Formula: C₃₀H₂₁BrN₆O₂
• Molecular Weight: 577.44

Synonyms:1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile

Chemical Property of 1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile

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Technology Process of 1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile

There total 3 articles about 1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile 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: 87.0%

1-allyl-1H-indole-2,3-dione (830-74-0) + 1-(4-bromophenyl)-2-(4-phenyl-1H-1,2,3-triazole-1-yl)-1-ethanone (1210046-23-3) + malononitrile (109-77-3) → 1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile (1628223-87-9)

Guidance literature:

With indium(III) chloride; In neat (no solvent); at 100 ℃; for 1.75h; Green chemistry;

DOI:10.1039/c4ra01524j

Reference yield:

para-bromophenacyl bromide (99-73-0,132309-76-3) → 1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile (1628223-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; copper(l) iodide / acetone / 2 h / 20 °C

2: indium(III) chloride / neat (no solvent) / 1.75 h / 100 °C / Green chemistry

With indium(III) chloride; copper(l) iodide; sodium azide; In acetone;

DOI:10.1039/c4ra01524j

Reference yield:

phenylacetylene (536-74-3) → 1-allyl-2'-amino-6'-(4-bromophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carbonitrile (1628223-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; copper(l) iodide / acetone / 2 h / 20 °C

2: indium(III) chloride / neat (no solvent) / 1.75 h / 100 °C / Green chemistry

With indium(III) chloride; copper(l) iodide; sodium azide; In acetone;

DOI:10.1039/c4ra01524j

upstream raw materials:

1-allyl-1H-indole-2,3-dione

1-(4-bromophenyl)-2-(4-phenyl-1H-1,2,3-triazole-1-yl)-1-ethanone

malononitrile

para-bromophenacyl bromide

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