ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate

Base Information

Chemical Name:ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate
CAS No.:108138-19-8
Molecular Formula:C₁₈H₁₃F₂NO₄
Molecular Weight:345.302
Hs Code.:

Synonyms:ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate

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Chemical Property of ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate

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Technology Process of ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate

There total 5 articles about ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-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: 96.0%

: (E,Z)-ethyl 2,4,5-trifluoro-β-([(4-hydroxyphenyl)amino]methylene)-α-oxobenzenepropanoate

: 108138-19-8
ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jm990015b

Reference yield:

: (Z)-ethyl 2,4,5-trifluoro-β-([(4-hydroxyphenyl)amino]methylene)-α-oxobenzenepropanoate

: 108138-19-8
ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate

Guidance literature:: With potassium carbonate; In dimethyl sulfoxide; at 95 ℃; for 1.16667h;
DOI:10.1021/jm0497895

Reference yield:

: 88419-56-1
2,4,5-trifluorobenzoyl chloride

: 108138-19-8
ethyl 6,7-difluoro-1,4-dihydro-1-(4-hydroxyphenyl)-4-oxoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: MgCl₂; Et₃N / acetonitrile / 2.5 h / 20 - 25 °C

1.2: 90 percent / Et₃N / acetonitrile / 18 h / 20 °C

2.1: Ac₂O / 4 h / Heating

3.1: dimethylsulfoxide / 18 h / 20 °C

4.1: K₂CO₃ / dimethylsulfoxide / 1.17 h / 95 °C

With acetic anhydride; potassium carbonate; triethylamine; magnesium chloride; In dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm0497895