methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate

Base Information

Chemical Name:methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate
CAS No.:1612234-03-3
Molecular Formula:C₂₅H₂₀N₂O₆S
Molecular Weight:476.51
Hs Code.:

Synonyms:methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate

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Chemical Property of methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate

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Technology Process of methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate

There total 4 articles about methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-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: 51.0%

: 494799-11-0
methyl 4-iodo-3-[(2,2,2-trifluoroacetyl)amino]benzoate

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

: 1612234-03-3
methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate

Guidance literature:: methyl 4-iodo-3-(2,2,2-trifluoroacetamido)benzoate; 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:

: 98-59-9
p-toluenesulfonyl chloride

: 1612234-03-3
methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate

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

Reference yield:

: 412947-54-7
methyl 3-amino-4-iodobenzoate

: 1612234-03-3
methyl 2',4'-dioxo-1-tosyl-2',4'-dihydro-1'H-spiro[indoline-3,3'-quinoline]-7'-carboxylate

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