1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid

Base Information

Chemical Name:1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid
CAS No.:114171-62-9
Molecular Formula:C₁₉H₁₅FN₂O₄S
Molecular Weight:386.404
Hs Code.:

Synonyms:1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid

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Chemical Property of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid

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Technology Process of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid

There total 14 articles about 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid 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: 88.0%

: 98417-07-3
1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylthio)-1,8-naphthyridine-3-carboxylic acid

: 114171-62-9
1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 1h; Ambient temperature; equimolar amount of reagent;
DOI:10.1002/jhet.5570240520

Reference yield:

: 106-45-6
para-thiocresol

: 114171-62-9
1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / KOH / ethanol / 2 h / Ambient temperature

2: 89 percent / KF / dimethylsulfoxide / 1 h / 130 - 135 °C

3: 84 percent / conc. H₂SO₄ / 1 h / 50 - 55 °C

4: 98 percent / BF₃-etherate / ice-cooling, then 50-60 deg C 30 min, then reflux 23 h

5: 96 percent / NaHCO₃ / dimethylformamide / 8 h / 110 - 120 °C

6: 87 percent / NaH, ethanol / toluene / 2 h / Ambient temperature

7: 83 percent / chloranil / toluene / 1.5 h / Heating

8: 97 percent / 1N-NaOH / dioxane / 1 h / Heating

9: 88 percent / m-chloroperoxybenzoic acid / CHCl₃ / 1 h / Ambient temperature; equimolar amount of reagent

With potassium fluoride; potassium hydroxide; sodium hydroxide; ethanol; sulfuric acid; boron trifluoride diethyl etherate; chloranil; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; ethanol; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1002/jhet.5570240520

Reference yield:

: 76731-85-6
β-cyclopropylaminopropionic acid ethyl ester

: 114171-62-9
1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(p-tolylsulfinyl)-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / NaHCO₃ / dimethylformamide / 8 h / 110 - 120 °C

2: 87 percent / NaH, ethanol / toluene / 2 h / Ambient temperature

3: 83 percent / chloranil / toluene / 1.5 h / Heating

4: 97 percent / 1N-NaOH / dioxane / 1 h / Heating

5: 88 percent / m-chloroperoxybenzoic acid / CHCl₃ / 1 h / Ambient temperature; equimolar amount of reagent

With sodium hydroxide; ethanol; chloranil; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1002/jhet.5570240520