ethyl 2'-amino-6'-(4-chlorophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carboxylate

Base Information

• Chemical Name: ethyl 2'-amino-6'-(4-chlorophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carboxylate
• CAS No.: 1628223-80-2
• Molecular Formula: C₂₉H₂₂ClN₅O₄
• Molecular Weight: 539.978
• Mol file: 1628223-80-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about ethyl 2'-amino-6'-(4-chlorophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-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: 82.0%

1-(4-chlorophenyl)-2-(4-phenyl-1H-1,2,3-triazole-1-yl)-1-ethanone (1150635-18-9) + indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2'-amino-6'-(4-chlorophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carboxylate (1628223-80-2)

Guidance literature:

With indium(III) chloride; In neat (no solvent); at 100 ℃; for 1.4h; Green chemistry;

DOI:10.1039/c4ra01524j

Reference yield:

4-chlorobenzoylmethyl bromide (536-38-9) → ethyl 2'-amino-6'-(4-chlorophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carboxylate (1628223-80-2)

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) / 1.4 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) → ethyl 2'-amino-6'-(4-chlorophenyl)-2-oxo-5'-(4-phenyl-1H-1,2,3-triazol-1-yl)spiro[indoline-3,4'-pyran]-3'-carboxylate (1628223-80-2)

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) / 1.4 h / 100 °C / Green chemistry

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

DOI:10.1039/c4ra01524j

upstream raw materials:

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

indole-2,3-dione

ethyl 2-cyanoacetate

4-chlorobenzoylmethyl bromide