4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one

Base Information

• Chemical Name: 4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one
• CAS No.: 932749-33-2
• Molecular Formula: C₂₆H₂₂N₂O₂S
• Molecular Weight: 426.539

Synonyms:4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one

Chemical Property of 4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one

Chemical Property:

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Technology Process of 4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one

There total 3 articles about 4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one 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: 65.0%

4-mercapto-1-phenyl-1,8-naphthyridin-2(1H)-one (932749-27-4) + 1-(3,5-dimethylphenoxy)-4-chlorobut-2-yne (54185-84-1) → 4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one (932749-33-2)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In chloroform; at 20 ℃;

DOI:10.1002/hc.20234

Reference yield:

1-phenyl-4-tosyloxy-1,8-naphthyridin-2(1H)-one (958222-94-1) → 4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one (932749-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaSH / ethanol / 5 h / 0 - 20 °C

2: 65 percent / benzyltriethyl ammonium chloride; aq. NaOH / CHCl₃ / 20 °C

With sodium hydroxide; sodium hydrogensulfide; N-benzyl-N,N,N-triethylammonium chloride; In ethanol; chloroform;

DOI:10.1002/hc.20234

Reference yield:

4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one (89109-17-1) → 4-[4-(3,5-dimethyl-phenoxy)-but-2-ynylsulfanyl]-1-phenyl-1H-[1,8]naphthyridin-2-one (932749-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / pyridine / 0.5 h / 20 °C

2: NaSH / ethanol / 5 h / 0 - 20 °C

3: 65 percent / benzyltriethyl ammonium chloride; aq. NaOH / CHCl₃ / 20 °C

With pyridine; sodium hydroxide; sodium hydrogensulfide; N-benzyl-N,N,N-triethylammonium chloride; In ethanol; chloroform;

DOI:10.1002/hc.20234

upstream raw materials:

4-mercapto-1-phenyl-1,8-naphthyridin-2(1H)-one

1-(3,5-dimethylphenoxy)-4-chlorobut-2-yne

1-phenyl-4-tosyloxy-1,8-naphthyridin-2(1H)-one

4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one

Downstream raw materials:

8-(3,5-dimethyl-phenoxymethyl)-10-phenyl-6,10-dihydro-5-thia-1,10-diaza-phenanthren-9-one

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