(E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate

Base Information

Chemical Name:(E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate
CAS No.:1579963-64-6
Molecular Formula:C₂₀H₁₈N₂O₇S
Molecular Weight:430.438
Hs Code.:

Synonyms:(E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate

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Chemical Property of (E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate

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Technology Process of (E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate

There total 9 articles about (E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate 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: 48.0%

: 1579963-63-5
(2E,4E)-methyl 6-(N-(2-formylphenyl)-4-nitrophenylsulfonamido)hexa-2,4-dienoate

: 1579963-64-6
(E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate

Guidance literature:: With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; caesium carbonate; In toluene; at 70 ℃; Reagent/catalyst; Temperature; Inert atmosphere;
DOI:10.1002/chem.201303435

Reference yield:

: 110-44-1,91751-55-2
sorbic Acid

: 1579963-64-6
(E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / 2 h / -10 °C / Reflux; Inert atmosphere

2.1: N-Bromosuccinimide; dibenzoyl peroxide / water / 1.5 h / Reflux; Inert atmosphere

3.1: potassium carbonate / acetonitrile / 2 h / 60 °C / Inert atmosphere

4.1: acetic acid / water; tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 °C / Inert atmosphere

6.1: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; caesium carbonate / toluene / 70 °C / Inert atmosphere

With N-Bromosuccinimide; thionyl chloride; oxalyl dichloride; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; potassium carbonate; caesium carbonate; acetic acid; dimethyl sulfoxide; dibenzoyl peroxide; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/chem.201303435

Reference yield:

: 1579963-98-6
(2E,4E)-methyl 6-(N-(2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-nitrophenylsulfonamido)hexa-2,4-dienoate

: 1579963-64-6
(E)-methyl 4-(1-((4-nitrophenyl)sulfonyl)-4-oxo-1,2,3,4-tetrahydroquinolin-3-yl)but-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / water; tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; caesium carbonate / toluene / 70 °C / Inert atmosphere

With oxalyl dichloride; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; caesium carbonate; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1002/chem.201303435