2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile

Base Information

Chemical Name:2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile
CAS No.:1612234-04-4
Molecular Formula:C₂₄H₁₇N₃O₄S
Molecular Weight:443.483
Hs Code.:

Synonyms:2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile

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Chemical Property of 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile

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Technology Process of 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile

There total 4 articles about 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-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: 65.0%

: N-(2-bromophenyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

: 183989-82-4
N-(4-cyano-2-iodophenyl)-2,2,2-trifluoroacetamide

: 1612234-04-4
2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile

Guidance literature:: N-(4-cyano-2-iodophenyl)-2,2,2-trifluoroacetamide; With tetrabutylammomium bromide; palladium diacetate; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 60 ℃; for 0.5h; Inert atmosphere;

N-(2-bromophenyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide; In N,N-dimethyl-formamide; at 70 - 80 ℃; for 36h; Inert atmosphere;
DOI:10.1021/ol501246f

Reference yield:

: 33348-34-4
4-amino-3-iodobenzonitrile

: 1612234-04-4
2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / -15 - 20 °C

2.1: potassium carbonate; palladium diacetate; triphenylphosphine; tetrabutylammomium bromide / N,N-dimethyl-formamide / 0.5 h / 60 °C / Inert atmosphere

2.2: 36 h / 70 - 80 °C / Inert atmosphere

With tetrabutylammomium bromide; palladium diacetate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol501246f

Reference yield:

: 615-36-1
2-bromoaniline

: 1612234-04-4
2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-6'-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 20 °C / Cooling

2.1: potassium carbonate / 12 h / Reflux

3.1: potassium carbonate; palladium diacetate; triphenylphosphine; tetrabutylammomium bromide / N,N-dimethyl-formamide / 0.5 h / 60 °C / Inert atmosphere

3.2: 36 h / 70 - 80 °C / Inert atmosphere

With pyridine; tetrabutylammomium bromide; palladium diacetate; potassium carbonate; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol501246f