(Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide

Base Information

Chemical Name:(Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide
CAS No.:1253768-95-4
Molecular Formula:C₁₈H₁₆N₂O₃
Molecular Weight:308.337
Hs Code.:

Synonyms:(Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide

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Chemical Property of (Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide

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Technology Process of (Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide

There total 3 articles about (Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide 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: 78.0%

: 1253768-91-0
(Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid

: 75-04-7,85404-22-4
ethylamine

: 1253768-95-4
(Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide

Guidance literature:: (Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid; With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

ethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 25h;
DOI:10.1021/jm100812a

Reference yield:

: 14192-26-8
2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester

: 1253768-95-4
(Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 6 h / 130 °C / Inert atmosphere

2.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 0 - 21 °C / Inert atmosphere

3.1: sodium hydroxide; water / methanol / 6 h / 21 - 100 °C

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 21 °C / Inert atmosphere

4.2: 17 h / 0 - 21 °C / Inert atmosphere

With water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 1253768-90-9
(Z)-1-acetyl-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester

: 1253768-95-4
(Z)-3-(hydroxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide; water / methanol / 6 h / 21 - 100 °C

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 21 °C / Inert atmosphere

2.2: 17 h / 0 - 21 °C / Inert atmosphere

With water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; N,N-dimethyl-formamide;