N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

Base Information

Chemical Name:N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide
CAS No.:1617546-55-0
Molecular Formula:C₁₈H₁₇N₃O₄
Molecular Weight:339.351
Hs Code.:

Synonyms:N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

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Chemical Property of N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

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Technology Process of N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

There total 4 articles about N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide 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: 73.0%

: 1617546-89-0
3-(2-aminophenyl)-N,N-dimethyl-3-oxopropanamide

: 555-16-8
4-nitrobenzaldehdye

: N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

: 1617546-55-0
N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

Guidance literature:: With 2C₅₁H₅₆F₃NO₅PS^(1-)*Cu⁽²⁺⁾; In tetrahydrofuran; toluene; at -30 ℃; for 48h; enantioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1039/c4ob00627e

Reference yield:

: 610-14-0
2-nitrobenzyl chloride

: N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

: 1617546-55-0
N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / diethyl ether; hexane / 0.33 h / -78 - 0 °C / Inert atmosphere

1.2: 0.58 h / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 20 °C / Inert atmosphere

3.1: 2C₅₁H₅₆F₃NO₅PS^(1-)*Cu⁽²⁺⁾ / toluene; tetrahydrofuran / 48 h / -30 °C / Molecular sieve; Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; 2C₅₁H₅₆F₃NO₅PS^(1-)*Cu⁽²⁺⁾; hydrogen; diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; toluene;
DOI:10.1039/c4ob00627e

Reference yield:

: 1617546-88-9
N,N-dimethyl-3-(2-nitrophenyl)-3-oxopropanamide

: N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

: 1617546-55-0
N,N-dimethyl-2-(4-nitrophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 20 °C / Inert atmosphere

2: 2C₅₁H₅₆F₃NO₅PS^(1-)*Cu⁽²⁺⁾ / toluene; tetrahydrofuran / 48 h / -30 °C / Molecular sieve; Inert atmosphere

With palladium 10% on activated carbon; 2C₅₁H₅₆F₃NO₅PS^(1-)*Cu⁽²⁺⁾; hydrogen; In tetrahydrofuran; methanol; toluene;
DOI:10.1039/c4ob00627e